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

HRID 331239

反応式

HRID 331239 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3f1eae16853c43fdaf793a333e218356
出典データセット
uspto-grants-2014_11
特許番号
US08877779B2

関連ノート

読み込み中…