Diethyl Ether → 3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid

HRID 467745

反応式

HRID 467745 の反応式
C([O:3][C:4]([C:6]1[C:7]([C:11](=[O:16])[NH:12][CH:13]2[CH2:15][CH2:14]2)=[N:8][O:9][CH:10]=1)=[O:5])C.[Li+].[OH-].C(OCC)C>C1COCC1.C(O)C>[CH:13]1([NH:12][C:11]([C:7]2[C:6]([C:4]([OH:5])=[O:3])=[CH:10][O:9][N:8]=2)=[O:16])[CH2:14][CH2:15]1

参加物

6

反応物 3

HCID 3283Diethyl EtherHCID 3939Lithium HydroxideHCID 700979003-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester

生成物 1

HCID 700967853-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid収率 88.3%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

To a solution of 3-(cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester (600 mg, 2.68 mmol) in THF (7 ml) and ethanol (3 ml) was added LiOH (1M; 5.35 ml, 5.35 mmol) at 0-5° C. The mixture was stirred at 20° C. for 1 h, poured into 50 ml diethyl ether and extracted. The organic phase was washed with water. The combined aqueous phases were acidified with 1M HCl (6 ml) and extracted with dichloromethane. The organic layers were dried and evaporated to yield the product as yellow oil (464 mg, 80%).

後処理

  1. extractionextracted
  2. washThe organic phase was washed with water
  3. extractionextracted with dichloromethane
  4. customThe organic layers were dried
  5. customevaporated

出典と根拠

ORDレコード
ord-cb1f1ea9fee24a9fab4b5e788f07155c
出典データセット
uspto-grants-2014_01
特許番号
US08623866B2

関連ノート

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