6-Oxabicyclo[3.1.0]hexane → 2-(4-Phenoxyphenoxy)cyclopentan-1-ol

HRID 46777

반응식

HRID 46777 반응식
[CH:1]1[CH:6]=[CH:5][C:4]([O:7][C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[O:15]1[CH:17]2[CH2:18][CH2:19][CH2:20][CH:16]12.[OH-].[K+]>CCOCC.CCCCCC>[O:7]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH:17]2[CH2:18][CH2:19][CH2:20][CH:16]2[OH:15])=[CH:10][CH:9]=1)[C:4]1[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 92446-Oxabicyclo[3.1.0]hexaneHCID 132544-PhenoxyphenolHCID 14797Potassium Hydroxide

생성물 1

HCID 222476762-(4-Phenoxyphenoxy)cyclopentan-1-ol

시약·촉매·용매 1

HCID 21584099Diethylether hexane용매

반응 조건

온도
150 °C

실험 절차

A mixture of 52 g of 4-hydroxydiphenyl ether and 23.5 g of 1,2-epoxycyclopentane is heated to 150° C. To this melt are added in the course of 25 minutes 6.7 g of 90% potassium hydroxide powder and the mixture is stirred for one hour at 130° C. After cooling, the reaction mixture is taken up in ether/hexane (1:1) and the organic solution is washed 4 times with 10% potassium hydroxide solution and 3 times with saturated sodium chloride solution. The organic phase is dried over sodium sulphate and concentrated by rotary evaporation under reduced pressure. Distillation of the crude product yields 2-(4-phenoxyphenoxy)-cyclopentan-1-ol as a colourless oil with a boiling point of 181°-185° C./0.001 torr and a refractive index of nD20 =1.5812.

후처리

  1. temperatureAfter cooling
  2. washthe organic solution is washed 4 times with 10% potassium hydroxide solution and 3 times with saturated sodium chloride solution
  3. dry with materialThe organic phase is dried over sodium sulphate
  4. concentrationconcentrated by rotary evaporation under reduced pressure
  5. distillationDistillation of the crude product

출처 및 근거

ORD 기록
ord-2e693e4050cb4b24ade852d15d1dcfb6
출처 데이터셋
uspto-grants-1979_11
특허 번호
US04175137

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