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Potassium Hydroxide → 1-(Phenylcarbamoyl)cyclopropanecarboxylic acid

HRID 1969423
ノート
印刷プレビュー

反応式

HRID 1969423 の反応式
[C:1]1([NH:7][C:8]([C:10]2([C:13]([O:15]CC)=[O:14])[CH2:12][CH2:11]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+]>C(O)C.C1COCC1.O>[C:1]1([NH:7][C:8]([C:10]2([C:13]([OH:15])=[O:14])[CH2:11][CH2:12]2)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 14150218Ethyl 1-(phenylaminocarbonyl)cyclopropanecarboxylate

生成物 1

HCID 190968711-(Phenylcarbamoyl)cyclopropanecarboxylic acid収率 88.6%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 21873804Tetrahydrofuran ethanol溶媒

実験手順

To a solution of ethyl 1-(phenyl carbamoyl)cyclopropane carboxylate (13 g, 55.79 mmol) in ethanol/THF (1/1, 100 mL) was added KOH (4.69 g, 83.69 mmol) in H2O (8 mL) and the mixture was stirred at room temperature overnight. The ethanol and THF were removed under reduced pressure. The residue was neutralized with HCl (5 mol/L, 20 mL), and extracted with EtOAc (150 mL×3). The combined organic phases were dried over Na2SO4, filtered and the filtrate was concentrated in vacuo to afford the title compound as a white solid (10.1 g, 88.6%).

このページの内容参加物実験手順後処理出典と根拠反応ノート

後処理

  1. customThe ethanol and THF were removed under reduced pressure
  2. extractionextracted with EtOAc (150 mL×3)
  3. dry with materialThe combined organic phases were dried over Na2SO4
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated in vacuo

出典と根拠

ORDレコード
ord-ffef160f8b074b32aec9d1e0a1a4f891
出典データセット
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08426585B2

反応ノート

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