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

HRID 1376833

반응식

HRID 1376833 반응식
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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
-20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e732cd25f67246d498489bc149eae694
출처 데이터셋
uspto-grants-1997_09
특허 번호
US05663164

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