Potassium Carbonate → HCID 69489700, 화합물

HRID 1271866노트

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HRID 1271866 반응식
[C:1]([O:5][C:6](=[O:27])[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][C:15]([C:17]1[S:21][C:20]2[CH:22]=[CH:23][C:24]([OH:26])=[CH:25][C:19]=2[CH:18]=1)=[O:16])([CH3:4])([CH3:3])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:35][C:36]([O:38][C:39]([CH3:42])([CH3:41])[CH3:40])=[O:37].[Cl-].[NH4+]>C(OCC)(=O)C>[C:39]([O:38][C:36](=[O:37])[CH2:35][O:26][C:24]1[CH:23]=[CH:22][C:20]2[S:21][C:17]([C:15](=[O:16])[NH:14][C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=3[NH:7][C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:27])=[CH:18][C:19]=2[CH:25]=1)([CH3:42])([CH3:41])[CH3:40]

참가 물질

6

반응물 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 66052tert-Butyl chloroacetateHCID 69487009HCID 69487009, 화합물

생성물 1

HCID 69489700HCID 69489700, 화합물수율 45.6%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 96 mg (0.25 mmol) {2-[(5-Hydroxy-benzo[b]thiophene-2-carbonyl)-amino]-phenyl}-carbamic acid tert-butyl ester (4) in 3 ml ethyl acetate was added 140 mg potassium carbonate and 60 mg (0.40 mmol) tert-butyl chloroacetate. The reaction mixture was heated at reflux for 16 h and poured into a saturated aqueous solution of ammonium chloride. The aqueous phase was extracted with ethyl acetate and the organic phase was dried over sodium sulfate, the solvent was evaporated and the residue subjected to silica gel chromatography (petrolether/ethyl acetate 4:1). The product fraction was recrystallized from heptane/diethylether to yield 57 mg (0.114 mmol) [2-(2-tert-Butoxycarbonylamino-phenylcarbamoyl)-benzo[b]thiophen-5-yloxy]-acetic acid tert-butyl ester (46), mp. 166° C.

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 16 h
  3. extractionThe aqueous phase was extracted with ethyl acetate
  4. dry with materialthe organic phase was dried over sodium sulfate
  5. customthe solvent was evaporated
  6. customThe product fraction was recrystallized from heptane/diethylether

출처 및 근거

ORD 기록
ord-d6fe7d8028ec46aa83fd9be1a9969c32
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07208491B2

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