3-Bromo-4-fluorobenzaldehyde → 3-Bromo-4-fluorobenzyl Alcohol

HRID 83875

반응식

HRID 83875 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=[O:6].[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[C:4]([CH2:5][OH:6])[CH:7]=[CH:8][C:9]=1[F:10]

참가 물질

4

반응물 2

HCID 1736043-Bromo-4-fluorobenzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 27733513-Bromo-4-fluorobenzyl Alcohol수율 105.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 3-bromo-4-fluorobenzaldehyde (50 g, 0.246 mol) in MeOH (500 mL) at 0° C. was added NaBH4 (9.3 g, 0.246 mol) portionwise. After 1 h, the reaction was concentrated in vacuo, diluted with water and extracted with DCM. The combined extracts were dried over MgSO4 and concentrated in vacuo to give (3-bromo-4-fluorophenyl)methanol (53 g). 1H NMR (400 MHz, CDCl3) δ 7.58-7.56 (m, 1H), 7.28-7.25 (m, 1H), 7.09 (t, J=4.4 Hz, 1H), 4.65 (d, J=5.2 Hz, 2H), 1.82 (t, J=5.6 Hz, 1H).

후처리

  1. concentrationthe reaction was concentrated in vacuo
  2. additiondiluted with water
  3. extractionextracted with DCM
  4. dry with materialThe combined extracts were dried over MgSO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-b2a16abf2aa14ab0a13e9be03afcba9b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846739B2

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