4-(Bromomethyl)benzoic acid → 4-(Bromomethyl)benzyl alcohol

HRID 5926

반응식

HRID 5926 반응식
[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](O)=[O:8])=[CH:5][CH:4]=1.B.C1COCC1>C1COCC1>[Br:1][CH2:2][C:3]1[CH:11]=[CH:10][C:6]([CH2:7][OH:8])=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 225994-(Bromomethyl)benzoic acidHCID 2723981Borane;tetrahydrofuran

생성물 1

HCID 103304344-(Bromomethyl)benzyl alcohol수율 94.8%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

A suspension of 4-bromomethylbenzoic acid (5.04; 23.3 mmol) in THF (30 ml) was cooled to 0° C. and treated with borane/THF (35 mmol). The ice bath was removed and the mixture was allowed to warm to room temperature and stirred for 1.5 hours. The excess borane was quenched with MeOH, and then with water, and the reaction mixture was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed with 4% HCl, water NaHCO3, brine, dried (MgSO4), filtered, concentrated in vacuo to afford 4.44 g (94%) of the title compound.

후처리

  1. customThe ice bath was removed
  2. temperatureto warm to room temperature
  3. customThe excess borane was quenched with MeOH
  4. concentrationwith water, and the reaction mixture was concentrated in vacuo
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. washwashed with 4% HCl, water NaHCO3, brine
  7. dry with materialdried (MgSO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-64a0c4283173496db827ea2c2506a2c6
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05246944

연결된 노트

불러오는 중…