Ammonia → 6-Hydroxyhexanenitrile

Reaction equation

[C:1]1(=[O:8])O[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH3:9]>>[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][C:6]#[N:9].[OH:8][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][C:6]#[N:9]

Participants

Reactant 2

HCID 222Ammonia

HCID 10401epsilon-CAPROLACTONE

Product 2

HCID 1232225-HexenenitrileYield 22%

HCID 118153226-HydroxyhexanenitrileYield 24%

Procedure

The reaction of epsilon-caprolactone with ammonia in the gas phase over alumina gives 22% of hex-1-ene-6-nitrile and 24% of epsilon-hydroxycapronitrile.

Sources & evidence

ORD record: ord-dcb328a092a94b17aaad6a03b053683f
Source dataset: uspto-grants-1990_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04904812

Reaction notes

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