Potassium Carbonate → 4-[4-(11-Bromo-undecyloxy)-phenyl]-cyclohexanol

HRID 2220003ノート

反応式

HRID 2220003 の反応式
[OH:1][CH:2]1[CH2:7][CH2:6][CH:5]([C:8]2[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[Br:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]Br.C([O-])([O-])=O.[K+].[K+]>CC(=O)CC>[Br:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][O:14][C:11]1[CH:10]=[CH:9][C:8]([CH:5]2[CH2:4][CH2:3][CH:2]([OH:1])[CH2:7][CH2:6]2)=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 855511,11-DibromoundecaneHCID 101764984-(cis-4-Hydroxycyclohexyl)phenol

生成物 1

HCID 179809754-[4-(11-Bromo-undecyloxy)-phenyl]-cyclohexanol収率 85%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A mixture of 2.40 g (0.012 mol) of 4-(4-Hydroxy-cyclohexyl)-phenol obtained in Step 1, 11.76 (0.037 mol) of 1,11-Dibromoundecane, 5.17 g (0.037 mol) of K2CO3 and 40 mL of dry butanone is refluxed for 24 h, then allowed to return to room temperature. The reaction mixture is filtered off and the butanone is distilled off under reduced pressure. The crude product is purified by recrystallisation from ethanol to give a pure product as a white solid (4.34 g, 85% yield).

後処理

  1. temperatureis refluxed for 24 h
  2. customto return to room temperature
  3. filtrationThe reaction mixture is filtered off
  4. distillationthe butanone is distilled off under reduced pressure
  5. customThe crude product is purified by recrystallisation from ethanol

出典と根拠

ORDレコード
ord-1f8b331ecbaa47a8af0068c7531042e7
出典データセット
uspto-grants-2008_08
特許番号
US07416682B2

反応ノート

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