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

HRID 476366ノート

反応式

HRID 476366 の反応式
[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

参加物

5

反応物 2

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

生成物 1

HCID 190968711-(Phenylcarbamoyl)cyclopropanecarboxylic acid収率 85%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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+)

後処理

  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

出典と根拠

ORDレコード
ord-9f4855de4ee6436b908f900da7b01e6d
出典データセット
uspto-grants-2014_01
特許番号
US08637672B2

反応ノート

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