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

HRID 1530017ノート

反応式

HRID 1530017 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 86649589Ethyl 2-chloro-3-cyclohexyl-3-oxopropanoate収率 74.8%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a7f0c4bd4af44ab39d50599f7983ea55
出典データセット
uspto-grants-2015_07
特許番号
US09090601B2

反応ノート

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