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

HRID 1160858ノート

反応式

HRID 1160858 の反応式
[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

参加物

5

反応物 2

HCID 4311764Sodium borohydrideHCID 23143286Methyl 4-butyrylbenzoate

生成物 1

HCID 10443031Methyl 4-(1-hydroxybutyl)benzoate収率 91.6%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-23a2c0a566524bf38f38a375b1cf05ed
出典データセット
uspto-grants-2010_10
特許番号
US07816557B2

反応ノート

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