Dimethyl malonate → Dimethyl 2-[2-(2-fluorophenyl)ethyl]malonate

HRID 331239

반응식

HRID 331239 반응식
[H-].[Na+].[C:3]([O:10][CH3:11])(=[O:9])[CH2:4][C:5]([O:7][CH3:8])=[O:6].CS(O[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[F:25])(=O)=O>CN(C=O)C>[F:25][C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=1[CH2:18][CH2:17][CH:4]([C:3]([O:10][CH3:11])=[O:9])[C:5]([O:7][CH3:8])=[O:6]

참가 물질

5

반응물 3

HCID 7943Dimethyl malonateHCID 24758Sodium hydrideHCID 151245352-(2-Fluorophenyl)ethyl methanesulfonate

생성물 1

HCID 68704652Dimethyl 2-[2-(2-fluorophenyl)ethyl]malonate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

반응 조건

온도
50 °C

실험 절차

To a suspension of 60% sodium hydride (8.24 g) in DMF (200 ml) was added dropwise dimethyl malonate (24.9 g) under ice-cooling, and the suspension was stirred at 50° C. for 30 min. After cooling to room temperature, a solution of 2-(2-fluorophenyl)ethyl methanesulfonate in DMF (30 ml) was added dropwise, and the mixture was stirred at 150° C. for 1 hr. After cooling to room temperature, the reaction mixture was poured into ice water, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure to give dimethyl 2-[2-(2-fluorophenyl)ethyl]malonate.

후처리

  1. temperaturecooling
  2. temperatureAfter cooling to room temperature
  3. stirringthe mixture was stirred at 150° C. for 1 hr
  4. temperatureAfter cooling to room temperature
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe extract was washed with water and saturated brine
  7. dry with materialdried over magnesium sulfate
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-3f1eae16853c43fdaf793a333e218356
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877779B2

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