Methyl 4-(5-formyl-2-thienyl)benzoate → 4-(5-Hydroxymethyl-thiophen-2-yl)benzoic acid methyl ester

HRID 1909433ノート

反応式

HRID 1909433 の反応式
[BH4-].[Na+].[CH3:3][O:4][C:5](=[O:19])[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:13][C:14]([CH:17]=[O:18])=[CH:15][CH:16]=2)=[CH:8][CH:7]=1>CO.ClCCl>[CH3:3][O:4][C:5](=[O:19])[C:6]1[CH:11]=[CH:10][C:9]([C:12]2[S:13][C:14]([CH2:17][OH:18])=[CH:15][CH:16]=2)=[CH:8][CH:7]=1

参加物

4

反応物 2

HCID 2763348Methyl 4-(5-formyl-2-thienyl)benzoateHCID 4311764Sodium borohydride

生成物 1

HCID 667422984-(5-Hydroxymethyl-thiophen-2-yl)benzoic acid methyl ester収率 78.6%

試薬・触媒・溶媒 1

HCID 21226129Dichloromethane methanol溶媒

実験手順

Sodium borohydride (155 mg, 4.1 mmol) is added to a solution of 4-(5-formylthiophen-2-yl)benzoic acid methyl ester (1.01 g, 4.1 mmol) in methanol/dichloromethane (16 ml/4 ml) and the resulting solution is stirred for 90 minutes at room temperature. The reaction is quenched by the addition of saturated aqueous ammonium chloride solution (100 ml) and extracted with dichloromethane (100 ml). The organic layer is washed with brine, dried over magnesium sulphate, filtered and concentrated in vacuo to give 4-(5-hydroxymethyl-thiophen-2-yl)benzoic acid methyl ester (800 mg)

後処理

  1. customThe reaction is quenched by the addition of saturated aqueous ammonium chloride solution (100 ml)
  2. extractionextracted with dichloromethane (100 ml)
  3. washThe organic layer is washed with brine
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-396a2fcdc5db40dd91d7d0f594b25c9b
出典データセット
uspto-grants-2013_12
特許番号
US08598365B2

反応ノート

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