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

HRID 1047894노트

반응식

HRID 1047894 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8058Hexane용매

반응 조건

온도
40 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-aa9d54cd49b54462ba41a249d39edb05
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08569535B2

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