Ethylene Oxide → Carbazole-9-ethanol

HRID 622151

反応式

HRID 622151 の反応式
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

参加物

6

反応物 4

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

生成物 1

HCID 228287Carbazole-9-ethanol

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4a0ab82f4087499ebab23ddc6113f521
出典データセット
uspto-grants-1988_09
特許番号
US04769448

関連ノート

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