Ethylene Oxide → Carbazole-9-ethanol

HRID 542390

반응식

HRID 542390 반응식
C(=O)=O.[CH3:4][C:5](C)=[O:6].[CH:8]1[C:20]2[NH:19][C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:12]=2[CH:11]=[CH:10][CH:9]=1.[H-].[Na+].C1OC1>O1CCCC1>[OH:6][CH2:5][CH2:4][N:19]1[C:18]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[C:12]2[C:20]1=[CH:8][CH:9]=[CH:10][CH:11]=2

참가 물질

6

반응물 4

HCID 6354Ethylene OxideHCID 6854CarbazoleHCID 24758Sodium hydrideHCID 18522661Acetone cardice

생성물 1

HCID 228287Carbazole-9-ethanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
0 °C

실험 절차

A 1-liter three-necked round bottom flask was equipped with a mechanical stirrer, an addition funnel, Dry Ice/acetone reflux condenser and a means for providing nitrogen atmosphere. To the flask were added 67 g (0.4 mole) of carbazole, 11 g (0.44 mole) of sodium hydride and 0.5 liter of dry tetrahydrofuran. After stirring vigorously at 0° C. for about 2.5 hours, 18 g (0.4 mole) of ethylene oxide was added dropwise to the reaction mixture over a period of 1 hour at 0° C. After the addition, stirring was continued for additional 5 hours and the tetrahydrofuran was evaporated. The residue was fully washed with water and then recrystallized from ether to give 80 g of N-(2-hydroxyethyl)carbazole.

후처리

  1. customA 1-liter three-necked round bottom flask was equipped with a mechanical stirrer, an addition funnel
  2. customfor providing nitrogen atmosphere
  3. additionAfter the addition
  4. stirringstirring
  5. waitwas continued for additional 5 hours
  6. customthe tetrahydrofuran was evaporated
  7. washThe residue was fully washed with water
  8. customrecrystallized from ether

출처 및 근거

ORD 기록
ord-8037e7aed9b84f14aca92a8c1714e811
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04657694

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