GB1368398A – Process for the preparation of benzyl cyanide
– Google Patents
GB1368398A – Process for the preparation of benzyl cyanide
– Google Patents
Process for the preparation of benzyl cyanide
Info
Publication number
GB1368398A
GB1368398A
GB3380872A
GB3380872A
GB1368398A
GB 1368398 A
GB1368398 A
GB 1368398A
GB 3380872 A
GB3380872 A
GB 3380872A
GB 3380872 A
GB3380872 A
GB 3380872A
GB 1368398 A
GB1368398 A
GB 1368398A
Authority
GB
United Kingdom
Prior art keywords
cyanide
reaction
benzyl cyanide
july
catalyst
Prior art date
1971-07-19
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB3380872A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
1971-07-19
Filing date
1972-07-19
Publication date
1974-09-25
1972-07-19
Application filed by Hoechst AG, Farbwerke Hoechst AG
filed
Critical
Hoechst AG
1974-09-25
Publication of GB1368398A
publication
Critical
patent/GB1368398A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
SUSQOBVLVYHIEX-UHFFFAOYSA-N
phenylacetonitrile
Chemical compound
N#CCC1=CC=CC=C1
SUSQOBVLVYHIEX-UHFFFAOYSA-N
0.000
title
abstract
3
QTBSBXVTEAMEQO-UHFFFAOYSA-N
Acetic acid
Chemical compound
CC(O)=O
QTBSBXVTEAMEQO-UHFFFAOYSA-N
0.000
abstract
3
WVDDGKGOMKODPV-UHFFFAOYSA-N
Benzyl alcohol
Chemical compound
OCC1=CC=CC=C1
WVDDGKGOMKODPV-UHFFFAOYSA-N
0.000
abstract
3
IJGRMHOSHXDMSA-UHFFFAOYSA-N
Atomic nitrogen
Chemical compound
N#N
IJGRMHOSHXDMSA-UHFFFAOYSA-N
0.000
abstract
2
239000003054
catalyst
Substances
0.000
abstract
2
-1
copper (II) halide
Chemical class
0.000
abstract
2
239000007789
gas
Substances
0.000
abstract
2
LELOWRISYMNNSU-UHFFFAOYSA-N
hydrogen cyanide
Chemical compound
N#C
LELOWRISYMNNSU-UHFFFAOYSA-N
0.000
abstract
2
QTBSBXVTEAMEQO-UHFFFAOYSA-M
Acetate
Chemical compound
CC([O-])=O
QTBSBXVTEAMEQO-UHFFFAOYSA-M
0.000
abstract
1
229910018072
Al 2 O 3
Inorganic materials
0.000
abstract
1
239000005995
Aluminium silicate
Substances
0.000
abstract
1
OKTJSMMVPCPJKN-UHFFFAOYSA-N
Carbon
Chemical compound
[C]
OKTJSMMVPCPJKN-UHFFFAOYSA-N
0.000
abstract
1
JPVYNHNXODAKFH-UHFFFAOYSA-N
Cu2+
Chemical class
[Cu+2]
JPVYNHNXODAKFH-UHFFFAOYSA-N
0.000
abstract
1
XFXPMWWXUTWYJX-UHFFFAOYSA-N
Cyanide
Chemical compound
N#[C-]
XFXPMWWXUTWYJX-UHFFFAOYSA-N
0.000
abstract
1
239000002841
Lewis acid
Substances
0.000
abstract
1
229910002651
NO3
Inorganic materials
0.000
abstract
1
NHNBFGGVMKEFGY-UHFFFAOYSA-N
Nitrate
Chemical compound
[O-][N+]([O-])=O
NHNBFGGVMKEFGY-UHFFFAOYSA-N
0.000
abstract
1
229910004298
SiO 2
Inorganic materials
0.000
abstract
1
QAOWNCQODCNURD-UHFFFAOYSA-L
Sulfate
Chemical compound
[O-]S([O-])(=O)=O
QAOWNCQODCNURD-UHFFFAOYSA-L
0.000
abstract
1
239000000654
additive
Substances
0.000
abstract
1
230000000996
additive effect
Effects
0.000
abstract
1
PZZYQPZGQPZBDN-UHFFFAOYSA-N
aluminium silicate
Chemical compound
O=[Al]O[Si](=O)O[Al]=O
PZZYQPZGQPZBDN-UHFFFAOYSA-N
0.000
abstract
1
229910000323
aluminium silicate
Inorganic materials
0.000
abstract
1
235000012211
aluminium silicate
Nutrition
0.000
abstract
1
229960004217
benzyl alcohol
Drugs
0.000
abstract
1
235000019445
benzyl alcohol
Nutrition
0.000
abstract
1
229910052799
carbon
Inorganic materials
0.000
abstract
1
125000004432
carbon atom
Chemical group
C*
0.000
abstract
1
150000001733
carboxylic acid esters
Chemical class
0.000
abstract
1
150000001735
carboxylic acids
Chemical class
0.000
abstract
1
239000003795
chemical substances by application
Substances
0.000
abstract
1
150000002148
esters
Chemical class
0.000
abstract
1
239000012530
fluid
Substances
0.000
abstract
1
239000012433
hydrogen halide
Substances
0.000
abstract
1
229910000039
hydrogen halide
Inorganic materials
0.000
abstract
1
150000007517
lewis acids
Chemical class
0.000
abstract
1
239000002808
molecular sieve
Substances
0.000
abstract
1
229910052757
nitrogen
Inorganic materials
0.000
abstract
1
239000012495
reaction gas
Substances
0.000
abstract
1
URGAHOPLAPQHLN-UHFFFAOYSA-N
sodium aluminosilicate
Chemical compound
[Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O
URGAHOPLAPQHLN-UHFFFAOYSA-N
0.000
abstract
1
239000000126
substance
Substances
0.000
abstract
1
229910021653
sulphate ion
Inorganic materials
0.000
abstract
1
XLYOFNOQVPJJNP-UHFFFAOYSA-N
water
Substances
O
XLYOFNOQVPJJNP-UHFFFAOYSA-N
0.000
abstract
1
Classifications
C—CHEMISTRY; METALLURGY
C07—ORGANIC CHEMISTRY
C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
C07C255/00—Carboxylic acid nitriles
Abstract
1368398 Benzyl cyanide FARBWERKE HOECHST AG 19 July 1972 [19 July 1971] 33808/72 Heading C2C Benzyl cyanide is produced by reacting hydrogen cyanide and a carboxylic acid ester of benzylalcohol in the gas phase in the presence of a catalyst comprising a copper (II) salt. Preferably the reaction is carried out at elevated temperature in the presence of a copper (II) halide, nitrate, cyanide, sulphate or acetate, the ester is derived from a carboxylic acid having up to 10 carbon atoms, especially acetic acid, and the product is cooled and condensed on leaving the reactor. The reaction gas stream may comprise, or be alternated with a volatile inert substance, e.g. nitrogen, or an additive, e.g. hydrogen halide, and/or water and/or O 2 or a free-O 2 containing gas or the reaction may be carried out in a fixed, moving or fluid bed. The catalyst may also comprise a Lewis acid and be supported on a carrier, e.g. SiO 2 , Al 2 O 3 , active carbon, ZrO 2 , aluminium silicate or molecular sieve.
GB3380872A
1971-07-19
1972-07-19
Process for the preparation of benzyl cyanide
Expired
GB1368398A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
DE2135975A
DE2135975A1
(en)
1971-07-19
1971-07-19
METHOD OF PRODUCING BENZYLCYANIDE
Publications (1)
Publication Number
Publication Date
GB1368398A
true
GB1368398A
(en)
1974-09-25
Family
ID=5814106
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB3380872A
Expired
GB1368398A
(en)
1971-07-19
1972-07-19
Process for the preparation of benzyl cyanide
Country Status (8)
Country
Link
US
(1)
US3804876A
(en)
BE
(1)
BE786495A
(en)
CH
(1)
CH572463A5
(en)
DE
(1)
DE2135975A1
(en)
FR
(1)
FR2146803A5
(en)
GB
(1)
GB1368398A
(en)
IT
(1)
IT962928B
(en)
NL
(1)
NL7208499A
(en)
0
BE
BE786495D
patent/BE786495A/en
unknown
1971
1971-07-19
DE
DE2135975A
patent/DE2135975A1/en
active
Pending
1972
1972-06-21
NL
NL7208499A
patent/NL7208499A/xx
unknown
1972-07-14
CH
CH1057572A
patent/CH572463A5/xx
not_active
IP Right Cessation
1972-07-17
US
US00272546A
patent/US3804876A/en
not_active
Expired – Lifetime
1972-07-17
IT
IT27094/72A
patent/IT962928B/en
active
1972-07-18
FR
FR7225843A
patent/FR2146803A5/fr
not_active
Expired
1972-07-19
GB
GB3380872A
patent/GB1368398A/en
not_active
Expired
Also Published As
Publication number
Publication date
FR2146803A5
(en)
1973-03-02
NL7208499A
(en)
1973-01-23
BE786495A
(en)
1973-01-19
US3804876A
(en)
1974-04-16
IT962928B
(en)
1973-12-31
CH572463A5
(en)
1976-02-13
DE2135975A1
(en)
1973-03-08
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Legal Events
Date
Code
Title
Description
1975-02-05
PS
Patent sealed [section 19, patents act 1949]
1978-02-15
PLNP
Patent lapsed through nonpayment of renewal fees