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

HRID 735694ノート

反応式

HRID 735694 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 578429142-(4-Bromophenyl)butan-1-ol収率 96%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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)+.

後処理

  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)

出典と根拠

ORDレコード
ord-331f3055c50e409397c439801d9504f2
出典データセット
uspto-grants-2009_09
特許番号
US07592331B2

反応ノート

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