Water → 1-Phenylcyclobutanecarboxylic acid

HRID 1408524

반응식

HRID 1408524 반응식
[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

참가 물질

6

반응물 4

HCID 962WaterHCID 1140TolueneHCID 14797Potassium HydroxideHCID 844001-Phenylcyclobutanecarbonitrile

생성물 1

HCID 2771711-Phenylcyclobutanecarboxylic acid

시약·촉매·용매 1

HCID 174Ethylene Glycol용매

반응 조건

온도
160 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-71aa019d0ba2401fabddd4773ae55d49
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08921364B2

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