Pyridine → 1-(5-Formylpentyl)-2-(1-imidazolyl)-3-methylindole

HRID 1719393노트

반응식

HRID 1719393 반응식
O=[Cr](=O)=O.C1C=CC=CN=1.C1C=CC=CN=1.N1C=CC=CC=1.[OH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][N:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:32]([CH3:39])=[C:31]1[N:40]1[CH:44]=[CH:43][N:42]=[CH:41]1>ClCCl.[O-2].[O-2].[O-2].[Cr+6]>[CH:24]([CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][N:30]1[C:38]2[C:33](=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:32]([CH3:39])=[C:31]1[N:40]1[CH:44]=[CH:43][N:42]=[CH:41]1)=[O:23]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 88565Trioxobis(pyridine)chromiumHCID 202681751-(6-Hydroxyhexyl)-3-methyl-2-(1-imidazolyl)indole

생성물 1

HCID 202681931-(5-Formylpentyl)-2-(1-imidazolyl)-3-methylindole

시약·촉매·용매 2

HCID 10219390chromium (VI) trioxide촉매HCID 6344Dichloromethane용매2회

실험 절차

To a solution of Collins Reagent prepared with chromium trioxide (5.6 g) and pyridine (8.86 g) in dichloromethane (150 ml) at 0°-5° under a nitrogen atmosphere is added all at once 1.8 g of 1-(6-hydroxyhexyl)-3-methyl-2-(1-imidazolyl)-indole in dichloromethane (15 ml). The mixture is stirred for an additional 25 minutes, then filtered through celite. The filtrate is then passed through a silica gel column. The product is eluted from the silica gel with a 1:1 mixture of ethyl acetate:dichloromethane (500 ml). Concentration in vacuo yields 1-(5-formylpentyl)-2-(1-imidazolyl)-3-methylindole.

후처리

  1. filtrationfiltered through celite
  2. washThe product is eluted from the silica gel with a 1:1 mixture of ethyl acetate
  3. concentrationConcentration in vacuo

출처 및 근거

ORD 기록
ord-123b7c81a9474e0094ce892a803583ff
출처 데이터셋
uspto-grants-1985_09
특허 번호
US04539410

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