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Acetic Anhydride → HCID 178471877, 화합물

HRID 620869
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HRID 620869 반응식
[F:1][C:2]1[C:15]([F:16])=[C:14]([F:17])[C:13]([F:18])=[CH:12][C:3]=1[C:4]([CH2:6][C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5].[CH2:19](OC(OCC)OCC)C.C(OC(=O)C)(=O)C.[CH:36]1([NH2:39])[CH2:38][CH2:37]1>C(O)(C)C>[F:1][C:2]1[C:15]([F:16])=[C:14]([F:17])[C:13]([F:18])=[CH:12][C:3]=1[C:4]([C:6](=[CH:19][NH:39][CH:36]1[CH2:38][CH2:37]1)[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:5]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 7918Acetic AnhydrideHCID 31214Ethyl orthoformateHCID 69828CyclopropylamineHCID 600916Ethyl 3-oxo-(2,3,4,5-tetrafluorophenyl)propanoate

생성물 1

HCID 178471877HCID 178471877, 화합물

시약·촉매·용매 1

HCID 3776Isopropanol용매

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온도
150 °C

실험 절차

To 10.2 g (38.5 mmol) of the 2-(2,3,4,5-tetrafluorobenzoylacetic acid, ethyl ester was added 8.4 g (57.0 mmol) of triethylorthoformate and 9.3 g (91.5 mmol) of acetic anhydride. The mixture was heated to 150° C. for two hours and was then placed under high vacuum at 75°-85° C. for one hour. The residue dissolved, without purification, in 100 ml of isopropyl alcohol and treated with 2.4 ml of cyclopropylamine. The reaction was allowed to stand overnight. It was concentrated and purified by column chromatography (silica gel 70-200, using hexane:chloroform:isopropyl alcohol, 80:15:5). The product off the column was recrystallized from pentane to give 6.16 g of 2-(2,3,4,5-tetrafluoro-benzoyl)-3-cyclopropylaminoacrylic acid, ethyl ester, mp 63°-64° C.

후처리

  1. waitto stand overnight
  2. concentrationIt was concentrated
  3. custompurified by column chromatography (silica gel 70-200, using hexane:chloroform:isopropyl alcohol, 80:15:5)
  4. customThe product off the column was recrystallized from pentane

출처 및 근거

ORD 기록
ord-58746a71a00e403a98a9c0b29480e597
출처 데이터셋
uspto-grants-1989_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04822801

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