Sodium borohydride → 4-Fluoro-3-hydroxymethyl-benzonitrile

HRID 1726119노트

반응식

HRID 1726119 반응식
[C:1]([C:3]1[CH:4]=[CH:5][C:6]([F:11])=[C:7]([CH:10]=1)[CH:8]=[O:9])#[N:2].[BH4-].[Na+]>CO>[F:11][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:10][C:7]=1[CH2:8][OH:9]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 109097255-Cyano-2-fluorobenzaldehyde

생성물 1

HCID 431650644-Fluoro-3-hydroxymethyl-benzonitrile수율 98%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
0 °C

실험 절차

To a stirred solution of the above aldehyde (5.0 g, 33.5 mmol) in MeOH (330 mL) cooled to 0° C. was added NaBH4 (1.51 g, 40 mmol) and the mixture was stirred at 0° C. for 1 hour. Standard work-up and purification afforded 4-fluoro-3-hydroxymethyl-benzonitrile (4.9 g, 98%) as an off-white solid. 1H NMR (CDCl3) δ 1.95 (br s, 1H), 4.81 (s, 2H), 7.13-7.19 (m, 1H), 7.60-7.62 (m, 1H), 7.83-7.85 (m, 1H).

후처리

  1. customStandard work-up and purification

출처 및 근거

ORD 기록
ord-b56961d8c2ab48968b11d4c643e67ca7
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07491735B2

반응 노트

불러오는 중…