1-Bromopentane → 2-Phenylheptanenitrile

HRID 2372543Notes

Reaction equation

HRID 2372543 reaction equation
[OH-].[Na+].Br[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:9]([C:16]#[N:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[C:16]([CH:9]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])#[N:17]

Participants

4

Reactant 3

HCID 80571-BromopentaneHCID 8794PhenylacetonitrileHCID 14798Sodium Hydroxide

Product 1

HCID 126520202-PhenylheptanenitrileYield 82%

Procedure

Hexadecyltributyl phosphonium hectorite (0.050 mmol) was mixed with 2.0 ml of 50 wt % of aqueous sodium hydroxide, 1-bromopentane (5.0 mmol) and benzyl cyanide 95.0 mmol). After reaction at 50° C. for 2 hr, the emulsion was broken by centrifugation and 1-cyano-1-phenyl hexane was obtained in 82.0% yield.

Workup

  1. customAfter reaction at 50° C. for 2 hr

Sources & evidence

ORD record
ord-490018294ff544b386804e61fcd9ff78
Source dataset
uspto-grants-1992_03
Patent number
US05099054

Reaction notes

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