Lithium hydroxide, monohydrate → 1-(Phenylcarbamoyl)cyclopropanecarboxylic acid

HRID 476366노트

반응식

HRID 476366 반응식
[C:1]1([NH:7][C:8]([C:10]2([C:13]([O:15]C)=[O:14])[CH2:12][CH2:11]2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[OH-].[Li+]>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

참가 물질

5

반응물 2

HCID 168937Lithium hydroxide, monohydrateHCID 66605339Methyl 1-(phenylcarbamoyl)cyclopropanecarboxylate

생성물 1

HCID 190968711-(Phenylcarbamoyl)cyclopropanecarboxylic acid수율 85%

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 1-(phenylcarbamoyl)cyclopropanecarboxylate (0.607 g, 2.77 mmol) was dissolved in a mixture of THF (3.5 mL) and water (3.50 mL), lithium hydroxide monohydrate (0.349 g, 8.31 mmol) was added, and the mixture was stirred at room temperature for 1 hour. The THF was removed under reduced pressure and additional water (20 mL) was added. The solution was acidified to ˜pH 4 with 2 M HCl and the off white solid that precipitated was collected by suction filtration and washed with additional water to give 1-(phenylcarbamoyl)cyclopropanecarboxylic acid (0.482 g, 85% yield). MS (ESI) m/z: 206.0 (M+H+)

후처리

  1. additionwas added
  2. customThe THF was removed under reduced pressure and additional water (20 mL)
  3. additionwas added
  4. customthe off white solid that precipitated
  5. filtrationwas collected by suction filtration
  6. washwashed with additional water

출처 및 근거

ORD 기록
ord-9f4855de4ee6436b908f900da7b01e6d
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637672B2

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