Diethyl Ether → 1-[(3-Furanylcarbonyl)amino]cyclohexanecarboxylic acid

HRID 448725

反応式

HRID 448725 の反応式
[OH-].[Na+].C[O:4][C:5]([C:7]1([NH:13][C:14]([C:16]2[CH:20]=[CH:19][O:18][CH:17]=2)=[O:15])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1)=[O:6].CCOCC>O1CCCC1>[O:18]1[CH:19]=[CH:20][C:16]([C:14]([NH:13][C:7]2([C:5]([OH:6])=[O:4])[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]2)=[O:15])=[CH:17]1

参加物

5

反応物 3

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 324740101-[(3-Furanylcarbonyl)amino]cyclohexanecarboxylic acid methyl ester

生成物 1

HCID 246963411-[(3-Furanylcarbonyl)amino]cyclohexanecarboxylic acid収率 97%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

450 ml of 2N aqueous sodium hydroxide solution was added to a solution of 75.4 g (300 mmol) of 1-[(3-furanylcarbonyl)amino]cyclohexanecarboxylic acid methyl ester in 450 ml of tetrahydrofuran, and the mixture was heated under reflux for 3 hours. After ether was added to the reaction solution to wash it, the aqueous layer was neutralized by concentrated hydrochloric acid, it was extracted with ethyl acetate. After the obtained organic layer was washed with saturated brine, it was dried with anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 68.8 g (97%) of the title compound.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. washto wash it
  4. extractionwas extracted with ethyl acetate
  5. washAfter the obtained organic layer was washed with saturated brine, it
  6. dry with materialwas dried with anhydrous sodium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-92436d06db084b969d27939a5d23ff8f
出典データセット
uspto-grants-2013_07
特許番号
US08481725B2

関連ノート

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