Ethyl Acetate → Ethyl 2-chloro-3-cyclohexyl-3-oxopropanoate

HRID 2282179노트

반응식

HRID 2282179 반응식
[CH:1]1([C:7](=[O:14])[CH2:8][C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)([Cl:18])(=O)=O.C(=O)(O)[O-].[Na+].C(OCC)(=O)C>C(OCC)C>[Cl:18][CH:8]([C:7]([CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10]

참가 물질

6

반응물 4

HCID 8857Ethyl AcetateHCID 24648Sulfuryl chlorideHCID 266327Ethyl 3-cyclohexyl-3-oxopropanoateHCID 516892Sodium Bicarbonate

생성물 1

HCID 86649589Ethyl 2-chloro-3-cyclohexyl-3-oxopropanoate수율 74.8%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a solution of ethyl 3-cyclohexyl-3-oxopropanoate (1.0 g, 5.0 mmol) in diethyl ether (15 mL) was added sulfuryl chloride (750 mg, 5.5 mmol) at 0° C., and the mixture was stirred at room temperature for 1 hr. Saturated aqueous sodium bicarbonate solution (150 mL) and ethyl acetate (150 mL) were added to the reaction solution, and the mixture was stirred for 30 min. The organic layer was washed with saturated brine (10 mL) and dried over anhydrous magnesium sulfate, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure to give the title compound (870 mg, 60%) as a colorless oil.

후처리

  1. stirringthe mixture was stirred for 30 min
  2. washThe organic layer was washed with saturated brine (10 mL)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationthe insoluble material was filtered off
  5. concentrationThe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-b0f0a25cddeb496fadd2b030e1d75995
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09139589B2

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