Water → 1-Phenylcyclobutanecarboxylic acid

HRID 1408524ノート

反応式

HRID 1408524 の反応式
[C:1]1([C:7]2([C:11]#N)[CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:13].[K+].C1(C)C=CC=CC=1.[OH2:22]>C(O)CO>[C:1]1([C:7]2([C:11]([OH:22])=[O:13])[CH2:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 4

HCID 962WaterHCID 1140TolueneHCID 14797Potassium HydroxideHCID 844001-Phenylcyclobutanecarbonitrile

生成物 1

HCID 2771711-Phenylcyclobutanecarboxylic acid

試薬・触媒・溶媒 1

HCID 174Ethylene Glycol溶媒

反応条件

温度
160 °C

実験手順

Intermediate 60 (2.6 g, 16.54 mmol) was dissolved in ethyleneglycol and added potassium hydroxide (5.6 g, 99.2 mmol). This mixture was heated to 160° C. for 2 h. After two hours reaction mixture was cooled to rt and toluene and water were added. Aqueous layer separated and acidified with HCl and pH adjusted to 4. Aqueous layer extracted with ethyl acetate and ethyl acetate layer was dried on anhydrous sodium sulphate. Ethyl acetate removed on rotavapour to obtain the title compound (930 mg) as a white solid.

後処理

  1. customAfter two hours reaction mixture
  2. temperaturewas cooled to rt
  3. customAqueous layer separated
  4. extractionAqueous layer extracted with ethyl acetate and ethyl acetate layer
  5. dry with materialwas dried on anhydrous sodium sulphate
  6. customEthyl acetate removed on rotavapour

出典と根拠

ORDレコード
ord-71aa019d0ba2401fabddd4773ae55d49
出典データセット
uspto-grants-2014_12
特許番号
US08921364B2

反応ノート

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