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

HRID 45905노트

반응식

HRID 45905 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 21226129Dichloromethane methanol용매

실험 절차

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)

후처리

  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

출처 및 근거

ORD 기록
ord-1910b5ea421846269123ae5f8f2493ac
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541594B2

반응 노트

불러오는 중…