Ethyl Acetate → 2-(4-Bromophenyl)butan-1-ol

HRID 735694노트

반응식

HRID 735694 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:12][CH3:13])[C:9](O)=[O:10])=[CH:4][CH:3]=1.CCOC(C)=O>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH2:12][CH3:13])[CH2:9][OH:10])=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 8857Ethyl AcetateHCID 574722-(4-Bromophenyl)butanoic acid

생성물 1

HCID 578429142-(4-Bromophenyl)butan-1-ol수율 96%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of 75B (96 mg, 0.4 mmol) in 3 mL THF was added BH3 (2M in THF, 0.5 mL, 1 mmol). The solution was stirred at rt for 16 h. EtOAc (20 mL) was added, and the organic phase washed with 1M H3PO4, sat. NaHCO3 and brine, dried (Na2SO4), and concentrated. Purification via flash chromatography (0-30% EtOAc in hexanes) gives 75C (86 mg, 96%). MS (ESI) m/z 211.2(M−H2O)+.

후처리

  1. washthe organic phase washed with 1M H3PO4, sat. NaHCO3 and brine
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated
  4. customPurification via flash chromatography (0-30% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-331f3055c50e409397c439801d9504f2
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592331B2

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