Hexane → Ethyl 2,2-dimethyl-3-(1-methanesulfonyloxy-2,2-dichloro-3,3,3trifluoropropyl)cyclopropanecarboxylate

HRID 1607363노트

반응식

HRID 1607363 반응식
[CH3:1][C:2]1([CH3:19])[CH:4]([CH:5]([OH:13])[C:6]([Cl:12])([Cl:11])[C:7]([F:10])([F:9])[F:8])[CH:3]1[C:14]([O:16][CH2:17][CH3:18])=[O:15].[CH3:20][S:21](Cl)(=[O:23])=[O:22].C(N(CC)CC)C.CCCCCC>C(OCC)C>[CH3:1][C:2]1([CH3:19])[CH:4]([CH:5]([O:13][S:21]([CH3:20])(=[O:23])=[O:22])[C:6]([Cl:11])([Cl:12])[C:7]([F:8])([F:9])[F:10])[CH:3]1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

참가 물질

6

반응물 4

HCID 8058HexaneHCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 13703173Ethyl 2,2-dimethyl-3-(1-hydroxy-2,2-dichloro-3,3,3-trifluoropropyl)cyclopropanecarboxylate

생성물 1

HCID 13956729Ethyl 2,2-dimethyl-3-(1-methanesulfonyloxy-2,2-dichloro-3,3,3trifluoropropyl)cyclopropanecarboxylate수율 80%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of 135 mg (0.794 mmol) of ethyl 2,2-dimethyl-3-(1-hydroxy-2,2-dichloro-3,3,3-trifluoropropyl)cyclopropanecarboxylate obtained in Example 2, in 2 ml of diethyl ether, 0.073 ml (0.94 mmol) of methanesulfonyl chloride and 0.133 ml (0.95 mmol) of triethylamine, were added, and the mixture was stirred at room temperature for 2 hours. After an addition of 5 ml of hexane to the mixture, the precipitated inorganic salt was filtered off, and the filtrate was concentrated under reduced pressure. The product was purified by thin layer chromatography (silica gel, dichloromethane/hexane=1/1) to obtain 157 mg of ethyl 2,2-dimethyl-3-(1-methanesulfonyloxy-2,2-dichloro-3,3,3trifluoropropyl)cyclopropanecarboxylate as a colorless oily substance.

후처리

  1. filtrationthe precipitated inorganic salt was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe product was purified by thin layer chromatography (silica gel, dichloromethane/hexane=1/1)

출처 및 근거

ORD 기록
ord-d2db10267d384a0d806ed9b3e879d4b8
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04864052

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