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

HRID 1994102

反応式

HRID 1994102 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-41cfcb53f06548289bd2b47e243398fd
出典データセット
uspto-grants-2010_01
特許番号
US07652041B2

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