Cyclopropanecarboxylic acid, 2-(3-methoxyphenyl)-, ethyl ester → 2-(3-Methoxyphenyl)cyclopropane-1-carboxylic acid

HRID 1994102

반응식

HRID 1994102 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:11][CH:10]2[C:12]([O:14]CC)=[O:13])[CH:6]=[CH:7][CH:8]=1>[OH-].[Na+].CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:11][CH:10]2[C:12]([OH:14])=[O:13])[CH:6]=[CH:7][CH:8]=1

참가 물질

4

반응물 1

HCID 19358490Cyclopropanecarboxylic acid, 2-(3-methoxyphenyl)-, ethyl ester

생성물 1

HCID 139722332-(3-Methoxyphenyl)cyclopropane-1-carboxylic acid수율 87%

시약·촉매·용매 2

HCID 887Methanol용매HCID 14798Sodium Hydroxide용매

실험 절차

A solution of ethyl 2-(3-methoxyphenyl)cyclopropanecarboxylate (1.63 g, 7.4 mmol) in 3N NaOH (35 mL) and MeOH (35 mL) was heated at 60° C. for 1 h. After cooling to rt, the reaction mixture was concentrated. The residue was dissolved in 1N HCl and extracted with DCM. The organic solutions were dried over Na2SO4, filtered, and concentrated to give the desired product (1.23 g, 87%) which was used without further fication. The cis and trans isomers were separated at a later stage of analog synthesis. LCMS: (FA) ES− 191.3 (M+1).

후처리

  1. concentrationthe reaction mixture was concentrated
  2. dissolutionThe residue was dissolved in 1N HCl
  3. extractionextracted with DCM
  4. dry with materialThe organic solutions were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-41cfcb53f06548289bd2b47e243398fd
출처 데이터셋
uspto-grants-2010_01
특허 번호
US07652041B2

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