Acetonitrile → 2-(4-fluorophenyl)-2-(N,N-dimethylamino)acetonitrile

Into a 1 l four-necked flask equipped with a thermometer, a stirrer and a dropping funnel, 49.6 g (0.4 mol) of 4-fluorobenzaldehyde and 480 ml of acetonitrile were charged, and a solution comprising 29.4 g (0.64 mol) of sodium cyanide, 81.6 g (1 mol) of dimethylamine hydrochloride and 200 ml of water, was dropwise added over a period of 15 minutes at from 20 to 30° C. with stirring, and then reacted at the same temperature for 18 hours. After completion of the reaction, the mixture was subjected to liquid separation. The organic layer was separated, and acetonitrile was distilled off. The residue was extracted with 400 ml of ethyl acetate, washed with a 5% sodium hydrogen carbonate aqueous solution and water, and then dried over anhydrous sodium sulfate. Ethyl acetate was distilled off, and the obtained oily substance was distilled under reduced pressure to obtain 64.5 g (yield: 90.5%) of the desired compound (boiling point: 100-101° C./1 KPa). The NMR spectrum data thereof are as follows.

1. additionwere charged
2. customreacted at the same temperature for 18 hours
3. customAfter completion of the reaction
4. customthe mixture was subjected to liquid separation
5. customThe organic layer was separated
6. distillationacetonitrile was distilled off
7. extractionThe residue was extracted with 400 ml of ethyl acetate
8. washwashed with a 5% sodium hydrogen carbonate aqueous solution and water
9. dry with materialdried over anhydrous sodium sulfate
10. distillationEthyl acetate was distilled off
11. distillationthe obtained oily substance was distilled under reduced pressure

ORDレコード

ord-103d802ac778452fa9db922f353ede9e

出典データセット

uspto-grants-2005_10

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06956132B2