1-Bromoundecane → 3-(3-Undecyloxyphenyl)propanol

HRID 617843ノート

反応式

HRID 617843 の反応式
[OH-].[Na+].[CH2:3](Br)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13].[OH:15][C:16]1[CH:17]=[C:18]([CH2:22][CH2:23][CH2:24][OH:25])[CH:19]=[CH:20][CH:21]=1>C(O)C>[CH2:3]([O:15][C:16]1[CH:17]=[C:18]([CH2:22][CH2:23][CH2:24][OH:25])[CH:19]=[CH:20][CH:21]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13]

参加物

5

反応物 3

HCID 127441-BromoundecaneHCID 14798Sodium HydroxideHCID 103518713-Hydroxybenzenepropanol

生成物 1

HCID 218493913-(3-Undecyloxyphenyl)propanol収率 80.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
70 °C

実験手順

A 15 N aqueous sodium hydroxide solution (2 ml) and a solution (10 ml) of 8.0 g of undecyl bromide in ethanol was added to a solution (30 ml) of 4.56 g of 3-(3-hydroxyphenyl)propanol in ethanol and the mixture was stirred at 70° C. for 12 hours. The solvent was distilled away and the residue was extracted with ethyl acetate. The extract was washed with saturated sodium hydrogencarbonate and brine, and dried over magnesium sulfate. The solvent was distilled away and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:20-1:3) to give 7.37 g of 3-(3-undecyloxyphenyl)propanol as a colorless, oily substance.

後処理

  1. distillationThe solvent was distilled away
  2. extractionthe residue was extracted with ethyl acetate
  3. washThe extract was washed with saturated sodium hydrogencarbonate and brine
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled away
  6. customthe residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:20-1:3)

出典と根拠

ORDレコード
ord-e0f8219bd03d4a219f95efeed23daeb0
出典データセット
uspto-grants-1999_09
特許番号
US05952316

反応ノート

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