Sodium borohydride → Methyl 4-(1-hydroxybutyl)benzoate

HRID 1160858노트

반응식

HRID 1160858 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:14])[CH2:11][CH2:12][CH3:13])=[CH:6][CH:5]=1.[BH4-].[Na+]>C(O)C.C1COCC1>[CH3:1][O:2][C:3](=[O:15])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([OH:14])[CH2:11][CH2:12][CH3:13])=[CH:6][CH:5]=1

참가 물질

5

반응물 2

HCID 4311764Sodium borohydrideHCID 23143286Methyl 4-butyrylbenzoate

생성물 1

HCID 10443031Methyl 4-(1-hydroxybutyl)benzoate수율 91.6%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-butyryl-benzoic acid methyl ester (400 mg, 1.94 mmol) in ethanol (5 mL) and THF (4 mL) is added sodium borohydride (110 mg, 2.9 mmol), the mixture is stirred at room temperature for 2 h. The reaction mixture is quenched by acetic acid (0.5 mL) and water (10 mL), extracted with ethyl acetate. Combined organic layers are washed with brine and dried over sodium sulfate. Concentration and column chromatography on silica gel gives the title compound (370 mg).

후처리

  1. customThe reaction mixture is quenched by acetic acid (0.5 mL) and water (10 mL)
  2. extractionextracted with ethyl acetate
  3. washCombined organic layers are washed with brine
  4. dry with materialdried over sodium sulfate
  5. concentrationConcentration and column chromatography on silica gel

출처 및 근거

ORD 기록
ord-23a2c0a566524bf38f38a375b1cf05ed
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07816557B2

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