1-{3-Methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}ethanol → 1-[3-Methyl-5-(4-trifluoromethyl-phenyl)-thiophen-2-yl]-ethanone

HRID 1785226

반응식

HRID 1785226 반응식
[CH3:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][CH:8]=2)[S:4][C:3]=1[CH:17]([OH:19])[CH3:18]>O=[Mn]=O>[CH3:1][C:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[CH:9][C:10]([C:13]([F:16])([F:14])[F:15])=[CH:11][CH:12]=2)[S:4][C:3]=1[C:17](=[O:19])[CH3:18]

참가 물질

3

반응물 1

HCID 219863591-{3-Methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}ethanol

생성물 1

HCID 575950001-[3-Methyl-5-(4-trifluoromethyl-phenyl)-thiophen-2-yl]-ethanone

시약·촉매·용매 1

HCID 14801Manganese dioxide촉매2회

실험 절차

To a solution of 1-[3-Methyl-5-(4-trifluoromethyl-phenyl)-thiophen-2-yl]-ethanol (see Preparation 8) (4.40 g, 15.4 mmole), is added MnO2 (7.88 g, 77.0 mmole) in one portion. The mixture is heated under reflux for 16 hours, more MnO2 (7.88 g, 77.0 mmole) is added to the reaction and continued to reflux for 4 hours. The mixture is filtered through a celite pad, and the mother liquid is concentrated. The crude product is purified on a silica gel column, gradient eluting with 0-20% ethyl acetate in hexane and concentrated to provide the titled compound as yellow solid.

후처리

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 16 hours
  3. temperatureto reflux for 4 hours
  4. filtrationThe mixture is filtered through a celite pad
  5. concentrationthe mother liquid is concentrated
  6. customThe crude product is purified on a silica gel column
  7. washgradient eluting with 0-20% ethyl acetate in hexane
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-256a6fe14b94461bbcd1ace5552bb17f
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07504433B2

연결된 노트

불러오는 중…