Reaktion #675867

Reaktionsgleichung

2-Fluoro-6-bromobenzonitrile

adamantanethiol

NaH

→

crude product

2-bromo-6-(tricyclo[3.3.1.13,7]dec-1-ylthio)benzonitrile

Lösungsmittel

ether

N,N-dimethylacetamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled
2. 2
   Waschenthe mixture was washed three times with 1M NaOH solution
3. 3
   Trocknenonce with brine, then dried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated

Vorschrift

To a solution of adamantanethiol (1.01 g) in N,N-dimethylacetamide (20 mL) at room temperature was added NaH (0.24 g, 60% in mineral oil) and the reaction was stirred for 10 minutes. 2-Fluoro-6-bromobenzonitrile (1 g) was added and the mixture was heated to 80° C. for 1 hour. The reaction mixture was cooled and diluted with ether (400 mL), and the mixture was washed three times with 1M NaOH solution and once with brine, then dried over sodium sulfate, filtered and concentrated to yield the crude product which was taken on to the next step without purification.

Quelle