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

HRID 1017618ノート

反応式

HRID 1017618 の反応式
[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]

参加物

5

反応物 2

HCID 27347491,3-Benzodioxole-5-carbonyl chlorideHCID 14321190(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzene2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-e7f4af18d6804e93a2cc60f50f52e9c6
出典データセット
uspto-grants-2002_11
特許番号
US06479505B1

反応ノート

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