Sodium borohydride → 2-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoic acid methyl ester

HRID 1047894ノート

反応式

HRID 1047894 の反応式
[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[C:6]([CH3:12])[C:5]=1[O:13][CH:14]1[CH2:17][CH2:16][CH2:15]1.[BH4-].[Na+]>CCCCCC>[CH3:1][O:2][C:3](=[O:18])[C:4]1[CH:9]=[C:8]([CH2:10][OH:11])[CH:7]=[C:6]([CH3:12])[C:5]=1[O:13][CH:14]1[CH2:15][CH2:16][CH2:17]1

参加物

4

反応物 2

HCID 4311764Sodium borohydrideHCID 593142392-Cyclobutoxy-5-formyl-3-methyl-benzoic acid methyl ester

生成物 1

HCID 593140822-Cyclobutoxy-5-hydroxymethyl-3-methyl-benzoic acid methyl ester収率 84%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

反応条件

温度
40 °C

実験手順

A mixture of 2-cyclobutoxy-5-formyl-3-methyl-benzoic acid methyl ester (676 mg, 2.7 mmol), silica gel (5.15 g) and NaBH4 (103 mg, 2.7 mmol) in hexane (30 mL) is heated at 40° C. overnight. The mixture is cooled to RT and filtered, washing the solids with EtOAc (15 mL) and diethyl ether (15 mL). The filtrate is concentrated in vacuo to give product (283) as viscous yellow oil (566 mg, 84%).

後処理

  1. temperatureThe mixture is cooled to RT
  2. filtrationfiltered
  3. washwashing the solids with EtOAc (15 mL) and diethyl ether (15 mL)
  4. concentrationThe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-aa9d54cd49b54462ba41a249d39edb05
出典データセット
uspto-grants-2013_10
特許番号
US08569535B2

反応ノート

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