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Methyl iodide → Ethyl 3-(2-fluorophenyl)-2-methyl-3-oxopropanoate

HRID 1618624
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HRID 1618624 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:15])[CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11].[C:16]([O-])([O-])=O.[K+].[K+].IC.CC(O)=O.O>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:15])[CH:9]([CH3:16])[C:10]([O:12][CH2:13][CH3:14])=[O:11]
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참가 물질

6

반응물 4

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 296342Ethyl 3-(2-fluorophenyl)-3-oxopropanoateHCID 21899381Acetic acid--water (1/1)

생성물 1

HCID 67285418Ethyl 3-(2-fluorophenyl)-2-methyl-3-oxopropanoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of ethyl 3-(2-fluorophenyl)-3-oxopropanoate (4.2 g, 20 mmol) in DMF (30 mL) at 0° C. was added K2CO3 (3.87 g, 28 mmol) portionwise and the mixture was stirred for 30 minutes. After this time iodomethane (1.49 mL, 24 mmol) was added and the reaction mixture was allowed to warm to rt for 2 h. After this time the reaction was treated with 50 mL AcOH/water (5 mL AcOH/45 mL water). The mixture was extracted with EtOAc and the organic layer was washed with brine, dried over Mg2SO4, filtered and evaporated in vacuo to give ethyl 3-(2-fluorophenyl)-2-methyl-3-oxopropanoate. Observed some dimethyl product. Used as crude for the next step. Mass Spectrum (ESI) m/e=225 (M+1).

후처리

  1. extractionThe mixture was extracted with EtOAc
  2. washthe organic layer was washed with brine
  3. dry with materialdried over Mg2SO4
  4. filtrationfiltered
  5. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-890c4f04a9e34dfd867c9e1cf3847890
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08765940B2

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