Water → 4-Hydroxymethyl-3-methylbenzofuran-2-carboxylic acid ethyl ester

HRID 29328

反応式

HRID 29328 の反応式
[CH2:1]([O:3][C:4]([CH:6]1[C:10]([CH3:11])=[C:9]2[C:12](=[C:16]=[O:17])[CH:13]=[CH:14][CH:15]=[C:8]2[O:7]1)=[O:5])[CH3:2].[BH4-].[Na+].O>C(O)C>[CH2:1]([O:3][C:4]([C:6]1[O:7][C:8]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][OH:17])[C:9]=2[C:10]=1[CH3:11])=[O:5])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 865990284-Carbonyl-3-methylbenzofuran-2-carboxylic acid ethyl ester

生成物 1

HCID 687118924-Hydroxymethyl-3-methylbenzofuran-2-carboxylic acid ethyl ester収率 91%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of 0.123 g (0.530 mmol) of 4-carbonyl-3-methylbenzofuran-2-carboxylic acid ethyl ester in 10 mL of ethanol was added 0.019 g (0.505 mmol) of sodium borohydride. The reaction was stirred at room temperature for 2 h and than diluted wuth water and extracted with ethyl acetate. The combined organics were washed with water and brine, dried over magnesium sulfate, filtered and concentrated in vacuo. The residue was chromatographed on silica gel eluting with ethyl acetate/hexanes (1:3) to provide 0.113 g of 4-hydroxymethyl-3-methylbenzofuran-2-carboxylic acid ethyl ester.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organics were washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on silica gel eluting with ethyl acetate/hexanes (1:3)

出典と根拠

ORDレコード
ord-6cd94ab7971b402682225449c31167ce
出典データセット
uspto-grants-2008_09
特許番号
US07420001B2

関連ノート

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