Ethyl fluoroacetate → 1-(2,4-Dichloro-phenyl)-3-fluoro-propan-2-one

HRID 1039353노트

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HRID 1039353 반응식
[F:1][CH2:2][C:3]([O:5]CC)=O.[Cl:8][C:9]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:10]=1[CH2:11][Mg]Cl>C(OCC)C.[Cl-].[NH4+]>[Cl:8][C:9]1[CH:17]=[C:16]([Cl:18])[CH:15]=[CH:14][C:10]=1[CH2:11][C:3](=[O:5])[CH2:2][F:1]

참가 물질

5

반응물 2

HCID 9988Ethyl fluoroacetateHCID 178478998HCID 178478998, 화합물

생성물 1

HCID 866790791-(2,4-Dichloro-phenyl)-3-fluoro-propan-2-one수율 49%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매2회HCID 25517Ammonium Chloride용매

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온도
-60 °C

실험 절차

To a stirred solution of ethyl fluoroacetate (0.33 ml; 3.3 mmol) in dry diethyl ether (3.3 ml) under argon at −76° C. was added dropwise a 0.25 M solution of 2,4-dichlorobenzylmagnesium chloride in diethyl ether (20 ml; 5 mmol). The suspension was stirred at −60° C. during 5 h. The mixture was poured in ammonium chloride sat. solution and extracted three times with diethylether. Organics were combined, dried over sodium sulfate and evaporated to a resin which was subject to flash chromatography (eluant: c-hexane/ethyl acetate 99:1 to 70:30) to afford 0.36 g (49% of theory) of 1-(2,4-dichloro-phenyl)-3-fluoro-propan-2-one as a pale yellow solid (melting point: 48-52° C.).

후처리

  1. extractionextracted three times with diethylether
  2. dry with materialdried over sodium sulfate
  3. customevaporated to a resin which

출처 및 근거

ORD 기록
ord-dc0682f2f4d54d288d87e16977c17797
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552049B2

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