Methanol → 2,2-Difluoro-1-phenylethan-1-amine

온도

0 °C

To a solution of 2,2-difluoro-1-phenylethanone (1 g, 6.4 mmol) in toluene (32 mL) at room temperature was added LiHMDS (1M in THF) (7.05 mL, 7.05 mmol). The reaction mixture was stirred for 30 min, followed by addition of BH3-DMS (1.216 mL, 12.81 mmol). The reaction mixture was stirred for 1 h. After cooling at 0° C., aqueous 2 N NaOH solution was carefully added over 5 min (Caution! gas evolution). The reaction was stirred for 1 h. The layer was separated and washed with water and brine. After dried over sodium sulfate, HCl in MeOH (7.17 mL, 8.97 mmol) was added to form a white precipitate. The precipitate was filtered off, washed with ether, and dried in vacuo yielding 2,2-difluoro-1-phenylethanamine (21%). 1H NMR (400 MHz, CDCl3) δ ppm 7.49 (s, 5H), 6.52-6.07 (m, 1H), 4.78-4.69 (m, 2H).

1. stirringThe reaction mixture was stirred for 1 h
2. stirringThe reaction was stirred for 1 h
3. customThe layer was separated
4. washwashed with water and brine
5. additionwas added
6. customto form a white precipitate
7. filtrationThe precipitate was filtered off
8. washwashed with ether
9. customdried in vacuo

ORD 기록

ord-bd4be655232c4d07bf74321a7eb7a54a

출처 데이터셋

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09242996B2