Water → Ethyl 2-(2,3-Difluoro-5-iodobenzoyl)-3-ethoxy-2-propenoate

HRID 1168516노트

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HRID 1168516 반응식
O.[F:2][C:3]1[C:8]([F:9])=[CH:7][C:6]([I:10])=[CH:5][C:4]=1[C:11](=[O:18])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].[CH2:19]([O:21][CH:22](OCC)OCC)[CH3:20].C(OC(=O)C)(=O)C>C(O)C.C(OCC)(=O)C>[F:2][C:3]1[C:8]([F:9])=[CH:7][C:6]([I:10])=[CH:5][C:4]=1[C:11]([C:12](=[CH:22][O:21][CH2:19][CH3:20])[C:13]([O:15][CH2:16][CH3:17])=[O:14])=[O:18]

참가 물질

7

반응물 4

HCID 962WaterHCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 12083041Ethyl 3-(2,3-difluoro-5-iodophenyl)-3-oxopropanoate

생성물 1

HCID 69879816Ethyl 2-(2,3-Difluoro-5-iodobenzoyl)-3-ethoxy-2-propenoate수율 98.5%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8857Ethyl Acetate용매

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온도
150 °C

실험 절차

A flask equipped with a Dean-Stark trap and cold water condenser, is charged with ethyl 3-(2,3-difluoro-5-iodophenyl)-3-oxopropanoate (Preparation 20, 14.8 g), triethylorthoformate (12.4 g), and acetic anhydride (14.92 g). The contents are placed in an oil bath initially at 115° C. and the temperature quickly raised to 150° C. where it is maintained until the volume of ethyl acetate and ethanol distillate collected remained constant (ca. 1.25 h). The reaction mixture is cooled and concentrated at reduced pressure to obtain 16.86 g (98.5%) of the title compound as a dark golden oil. Physical characteristics: 1H NMR (CDCl3) δ8.98, 7.87-7.75, 7.71, 7.69-7.51, 4.36, 4.29-4.08, 3.75, 1.48, 1.35, 1.26, 1.21-1.02; MS (ESI+) m/z 411 (M+H)+.

후처리

  1. customThe contents are placed in an oil bath initially at 115° C.
  2. customcollected
  3. custom(ca. 1.25 h)
  4. temperatureThe reaction mixture is cooled
  5. concentrationconcentrated at reduced pressure

출처 및 근거

ORD 기록
ord-fe06ed0facec4eed93cda41113b0413c
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06624159B2

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