Potassium Carbonate → HCID 69489700、化合物

HRID 1271866ノート

反応式

HRID 1271866 の反応式
[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]

参加物

6

反応物 4

HCID 11430Potassium CarbonateHCID 25517Ammonium ChlorideHCID 66052tert-Butyl chloroacetateHCID 69487009HCID 69487009、化合物

生成物 1

HCID 69489700HCID 69489700、化合物収率 45.6%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-d6fe7d8028ec46aa83fd9be1a9969c32
出典データセット
uspto-grants-2007_04
特許番号
US07208491B2

反応ノート

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