1,3-Benzodioxole-5-carbonyl chloride → (-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-3,4-methylenedioxybenzamide

HRID 1017618노트

반응식

HRID 1017618 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]2[NH2:15])=[CH:5][C:4]=1[O:16][CH3:17].[CH2:18]1[O:29][C:28]2[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][C:20]=2[O:19]1>C(Cl)Cl.C(N(CC)CC)C>[CH3:17][O:16][C:4]1[CH:5]=[C:6]([C@H:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C@H:10]2[NH:15][C:23](=[O:24])[C:22]2[CH:26]=[CH:27][C:28]3[O:29][CH2:18][O:19][C:20]=3[CH:21]=2)[CH:7]=[CH:8][C:3]=1[O:2][CH3:1]

참가 물질

5

반응물 2

HCID 27347491,3-Benzodioxole-5-carbonyl chlorideHCID 14321190(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene2회

생성물 1

HCID 54164802(-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-3,4-methylenedioxybenzamide수율 95.1%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

실험 절차

4.0 g of (−)-cis-1,2-dimethoxy-4-(2-aminocyclohexyl)benzene (compound B2) are dissolved in 100 ml of methylene chloride and 5.0 ml of triethylamine. A solution of 3.8 g of 3,4-methylenedioxybenzoyl chloride in 50 ml of methylene chloride is added dropwise at RT and the mixture is extracted with 100 ml each of water, 2N hydrochloric acid, satd. sodium hydrogencarbonate solution and water again after stirring overnight. The organic phase is dried using sodium sulfate and concentrated. 6.2 g of the title compound are obtained.

후처리

  1. extractionthe mixture is extracted with 100 ml each of water, 2N hydrochloric acid
  2. customThe organic phase is dried
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e7f4af18d6804e93a2cc60f50f52e9c6
출처 데이터셋
uspto-grants-2002_11
특허 번호
US06479505B1

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