Triethylamine → ethyl 1-(2,3-dimethoxy-6,7-dihydro-5H-benzocyclohepten-8-ylcarbonyl)-4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate

HRID 358780ノート

反応式

HRID 358780 の反応式
[CH3:1][O:2][C:3]1[C:4]([O:17][CH3:18])=[CH:5][C:6]2[CH2:12][CH2:11][CH2:10][C:9]([C:13](Cl)=[O:14])=[CH:8][C:7]=2[CH:16]=1.[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH:37]=[C:38]([O:42][CH3:43])[C:39]=1[O:40][CH3:41])[C:24]([N:26]1[CH2:31][CH2:30][NH:29][CH:28]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[CH2:27]1)=[O:25].C(N(CC)CC)C>ClCCl>[CH3:1][O:2][C:3]1[C:4]([O:17][CH3:18])=[CH:5][C:6]2[CH2:12][CH2:11][CH2:10][C:9]([C:13]([N:29]3[CH2:30][CH2:31][N:26]([C:24](=[O:25])[C:23]4[CH:22]=[C:21]([O:20][CH3:19])[C:39]([O:40][CH3:41])=[C:38]([O:42][CH3:43])[CH:37]=4)[CH2:27][CH:28]3[C:32]([O:34][CH2:35][CH3:36])=[O:33])=[O:14])=[CH:8][C:7]=2[CH:16]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 102649462,3-dimethoxy-6,7-dihydro-5H-benzocycloheptene-8-carbonylchlorideHCID 10360649Ethyl 4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate

生成物 1

HCID 11757985ethyl 1-(2,3-dimethoxy-6,7-dihydro-5H-benzocyclohepten-8-ylcarbonyl)-4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate収率 77.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 2,3-dimethoxy-6,7-dihydro-5H-benzocycloheptene-8-carbonyl chloride (0.53 g) in dichloromethane (8 ml) is added dropwise, while stirring at 0° C. for 3 minutes, to a mixture of ethyl 4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate (0.7 g), triethylamine (0.5 g) and dichloromethane (15 ml). The reaction mixture is stirred for 2 hours at room temperature, and then poured into ice-water, followed by extraction with dichloromethane. The organic layer is washed with dilute hydrochloric acid, an aqueous solution of sodium hydrogencarbonate and water, successively, and dried, then the solvent is distilled off under reduced pressure. Crystals obtained from the residue are recrystallized from ethyl acetate and hexane to give ethyl 1-(2,3-dimethoxy-6,7-dihydro-5H-benzocyclohepten-8-ylcarbonyl) -4-(3,4,5-trimethoxybenzoyl)piperazine-2-carboxylate as colorless crystals (0.9 g), m.p. 108-110° C.

後処理

  1. extractionfollowed by extraction with dichloromethane
  2. washThe organic layer is washed with dilute hydrochloric acid
  3. dry with materialan aqueous solution of sodium hydrogencarbonate and water, successively, and dried
  4. distillationthe solvent is distilled off under reduced pressure
  5. customCrystals obtained from the residue
  6. customare recrystallized from ethyl acetate and hexane

出典と根拠

ORDレコード
ord-33b4fd1a9c3e40f49817f63929109124
出典データセット
uspto-grants-1991_03
特許番号
US04997836

反応ノート

読み込み中…