Potassium Hydroxide → 1-(Ethoxycarbonyl)cyclopentane-1-carboxylic acid

HRID 1613888노트

반응식

HRID 1613888 반응식
[C:1]1([C:11]([O:13]CC)=[O:12])([C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[K+]>CCO>[CH2:9]([O:8][C:6]([C:1]1([C:11]([OH:13])=[O:12])[CH2:2][CH2:3][CH2:4][CH2:5]1)=[O:7])[CH3:10]

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 77830Diethyl 1,1-cyclopentanedicarboxylate

생성물 1

HCID 543132381-(Ethoxycarbonyl)cyclopentane-1-carboxylic acid수율 79.5%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

To a solution of diethyl 1,1-cyclopentane dicarboxylate (2.5 g, 11.68 mmol) in EtOH (10 ml) was added dropwise a solution of KOH (654 mg, 11.68 mmol) in EtOH (10 ml) over 1/2 hour. The resulting mixture was stirred at room temperature for 96 hr, concentrated under vacuum, and partitioned between H2O and EtOAc. The aqueous layer was acidified with concentrated HCl and extracted with EtOAc. The EtOAc extracts were washed (brine), dried (Na2SO4), filtered, and concentrated under vacuum to give the product (1.73 g) as a clear oil.

후처리

  1. concentrationconcentrated under vacuum
  2. custompartitioned between H2O and EtOAc
  3. extractionextracted with EtOAc
  4. washThe EtOAc extracts were washed (brine)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-1083fc1cf9874227b3b9db5c3a5d8b5b
출처 데이터셋
uspto-grants-1993_03
특허 번호
US05194588

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