Water → HCID 178472471, 화합물

HRID 660137노트

반응식

HRID 660137 반응식
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]

참가 물질

6

반응물 4

HCID 962WaterHCID 79846Methyl chloroglyoxylateHCID 81531DiisopropylethylamineHCID 178472464HCID 178472464, 화합물

생성물 1

HCID 178472471HCID 178472471, 화합물수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-5b3929b0677c4f669443ac8f96810225
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084478B2

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