Water → 4-((methylthio)methyl)benzonitrile(WX192182)
Reaction equation
C(#N)C.[C:4]([C:6]1[CH:13]=[CH:12][C:9]([CH2:10]Br)=[CH:8][CH:7]=1)#[N:5].[Na].[CH3:15][SH:16].O>C1(C)C=CC=CC=1>[CH3:15][S:16][CH2:10][C:9]1[CH:12]=[CH:13][C:6]([C:4]#[N:5])=[CH:7][CH:8]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
To an acetonitrile solution (500 ml) of 4-cyanobenzyl bromide (50 g), 15% methyl mercaptan sodium salt (120 ml) was added at a room temperature and heated for 6 hours with refluxing. After cooling to a room temperature, water (1 l) and toluene (1 l) was added thereto. The organic layer was separated and washed successively with an aqueous 2N sodium hydroxide solution sulfate. After distilling off the solvent, 4-methylmercaptomethylbenzonitrile (38 g) was obtained.
Workup
- temperatureheated for 6 hours
- temperaturewith refluxing
- customThe organic layer was separated
- washwashed successively with an aqueous 2N sodium hydroxide solution sulfate
- distillationAfter distilling off the solvent
Sources & evidence
- ORD record
- ord-4244a8160d83451cabf1a5ebea20c65c
- Source dataset
- uspto-grants-2000_06
- Patent number
- US06077866
Reaction notes
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