Water → 1-[(Benzoylamino)methyl]cyclohexanecarboxylic acid

HRID 550280ノート

反応式

HRID 550280 の反応式
[C:1]([NH:9][CH2:10][C:11]1([C:17]([O:19]CC)=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].O>C(O)C>[C:1]([NH:9][CH2:10][C:11]1([C:17]([OH:19])=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 57846990Ethyl 1-[(benzoylamino)methyl]cyclohexanecarboxylate

生成物 1

HCID 178322521-[(Benzoylamino)methyl]cyclohexanecarboxylic acid収率 74.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of ethyl 1-[(benzoylamino)methyl]cyclohexanecarboxylate (10.2 g, 35.1 mmol) in ethanol (50 ml) was added 50% aqueous potassium hydroxide solution (4 ml), and the mixture was heated under reflux for 6 hrs. Water (400 ml) was added and the reaction mixture was washed with diethyl ether. The aqueous layer was acidified (pH 2) with 5N hydrochloric acid, the precipitate was collected by filtration, washed with water and dried at 50° C. under reduced pressure. Recrystallization from ethanol-toluene gave the title compound (6.83 g, 74%) as colorless crystals.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hrs
  3. washthe reaction mixture was washed with diethyl ether
  4. filtrationthe precipitate was collected by filtration
  5. washwashed with water
  6. customdried at 50° C. under reduced pressure
  7. customRecrystallization from ethanol-toluene

出典と根拠

ORDレコード
ord-10e178723c8d42c689e61553ee682ee5
出典データセット
uspto-grants-2011_05
特許番号
US07943770B2

反応ノート

読み込み中…