(5,6-dichloro-1H-indol-2-yl)methanol → 5,6-dichloro-1H-indole-2-carbaldehyde

HRID 1070694노트

반응식

HRID 1070694 반응식
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][C:6]([CH2:12][OH:13])=[CH:5]2>C(OCC)C.O=[Mn]=O>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[Cl:11])[NH:7][C:6]([CH:12]=[O:13])=[CH:5]2

참가 물질

4

반응물 1

HCID 22397554(5,6-dichloro-1H-indol-2-yl)methanol

생성물 1

HCID 108462775,6-dichloro-1H-indole-2-carbaldehyde수율 90.5%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매2회HCID 3283Diethyl Ether용매

실험 절차

A solution of 5,6-dichloroindole-2-methanol (43 g, 199 mmol) in diethyl ether (1.3 l) was treated with activated MnO2 (64 g, 730 mmol) and stirred for 15 hours at room temperature. Additional MnO2 (20 g, 230 mmol) was added and stirring continued for 5 h. The suspension was filtered on a Celite pad, then the pad was washed with diethyl ether and warm acetone. The pooled organic phases were concentrated to give 38.5 g of the title compound (180 mmol, yield 90.4%) that was used as such in the next step, m.p.=207-208° C.

후처리

  1. stirringstirring
  2. waitcontinued for 5 h
  3. filtrationThe suspension was filtered on a Celite pad
  4. washthe pad was washed with diethyl ether
  5. temperaturewarm acetone
  6. concentrationThe pooled organic phases were concentrated

출처 및 근거

ORD 기록
ord-d541b3ef956e44dcb99d55482b61dea7
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06903117B2

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