Diethyl Ether → 1,1-Dimethylethyl 2-chloro-3-(4-chlorophenyl)-oxirane carboxylate

HRID 1376833ノート

反応式

HRID 1376833 の反応式
Cl[CH:2]([Cl:10])[C:3]([O:5][C:6]([CH3:9])([CH3:8])[CH3:7])=[O:4].[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=1.CCOCC.[Cl-].[Na+]>O1CCCC1.O>[Cl:10][C:2]1([C:3]([O:5][C:6]([CH3:7])([CH3:8])[CH3:9])=[O:4])[CH:16]([C:15]2[CH:18]=[CH:19][C:12]([Cl:11])=[CH:13][CH:14]=2)[O:17]1

参加物

7

反応物 4

HCID 3283Diethyl EtherHCID 5234Sodium ChlorideHCID 77264-ChlorobenzaldehydeHCID 30164831,1-Dimethylethyl dichloroacetate

生成物 1

HCID 229169011,1-Dimethylethyl 2-chloro-3-(4-chlorophenyl)-oxirane carboxylate収率 21.9%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-20 °C

実験手順

5.55 g of tert.-butyl dichloroacetate in 30 ml of tetrahydrofuran were stirred while 4.64 g of 4-chlorobenzaldehyde were added, and after cooling to -20° C., 30 ml of an N solution of potassium tert.-butylate in tetrahydrofuran were added. The temperature was allowed to rise to 20° C. and after 20 minutes, 50 ml of ether and 40 ml of water saturated with sodium chloride were added, with stirring for 5 minutes. The decanted organic phase was washed with water saturated with sodium chloride, then dried and concentrated to dryness under reduced pressure. The residue was chromatographed on silica and eluted with methylene chloride to obtain 1.90 g of 1,1-dimethylethyl 2-chloro-3-(4-chlorophenyl)-oxirane carboxylate.

後処理

  1. additionwere added
  2. washThe decanted organic phase was washed with water saturated with sodium chloride
  3. customdried
  4. concentrationconcentrated to dryness under reduced pressure
  5. customThe residue was chromatographed on silica
  6. washeluted with methylene chloride

出典と根拠

ORDレコード
ord-e732cd25f67246d498489bc149eae694
出典データセット
uspto-grants-1997_09
特許番号
US05663164

反応ノート

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