Water → HCID 178472471、化合物

HRID 660137ノート

反応式

HRID 660137 の反応式
Cl[C:2](=[O:7])[C:3]([O:5][CH3:6])=[O:4].[NH2:8][C:9]1[CH:26]=[CH:25][C:12]([O:13][C@@H:14]2[CH2:19][CH2:18][C@H:17]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:16][CH2:15]2)=[CH:11][CH:10]=1.C(N(C(C)C)CC)(C)C.O>C(Cl)Cl>[CH3:6][O:5][C:3](=[O:4])[C:2]([NH:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][C@@H:14]2[CH2:19][CH2:18][C@H:17]([C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH2:16][CH2:15]2)=[CH:25][CH:26]=1)=[O:7]

参加物

6

反応物 4

HCID 962WaterHCID 79846Methyl chloroglyoxylateHCID 81531DiisopropylethylamineHCID 178472464HCID 178472464、化合物

生成物 1

HCID 178472471HCID 178472471、化合物収率 100%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Methyl chlorooxoacetate (2.41 mL, 26.1 mmol) was added dropwise over 2 mins to a stirred solution of ethyl cis-4-(4-aminophenoxy)cyclohexanecarboxylate (6.24 g, 23.7 mmol) and diisopropylethylamine (8.25 mL, 47.4 mmol) in DCM (200 mL) and the reaction mixture was stirred at ambient temperature for 16 h. Water (75 mL) was added and the layers were separated. The organic layer was washed with an aqueous solution of hydrochloric acid (1M, 75 mL) and then a saturated aqueous solution of sodium hydrogen carbonate (75 mL), dried (MgSO4) and concentrated in vacuo to provide the title compound as a white solid (8.23 g, 100%).

後処理

  1. customthe layers were separated
  2. washThe organic layer was washed with an aqueous solution of hydrochloric acid (1M, 75 mL)
  3. dry with materiala saturated aqueous solution of sodium hydrogen carbonate (75 mL), dried (MgSO4)
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-5b3929b0677c4f669443ac8f96810225
出典データセット
uspto-grants-2011_12
特許番号
US08084478B2

反応ノート

読み込み中…