Myristyl bromide → 3-(Tetradecyloxy)benzenemethanol

HRID 484304

反応式

HRID 484304 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[CH2:5]CO.Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[OH-:26].[Na+]>[Cl-].C([N+](CCCCCCCC)(CCCCCCCC)C)CCCCCCC.C1(C)C=CC=CC=1>[CH2:12]([O:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[CH2:5][OH:26])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

参加物

6

反応物 3

HCID 8208Myristyl bromideHCID 14798Sodium HydroxideHCID 834043-Hydroxyphenethyl alcohol

生成物 1

HCID 100417103-(Tetradecyloxy)benzenemethanol収率 652.2%

試薬・触媒・溶媒 2

HCID 21218Trioctylmethylammonium chloride触媒HCID 1140Toluene溶媒

実験手順

A mixture of 66 g of 3-hydroxyphenethyl alcohol, 147.43 g of 1-bromotetradecane, 27.65 g of sodium hydroxide and 2.15 g of trioctylmethyl ammonium chloride in 400 ml of toluene was refluxed for 42 hours. The mixture was washed with water and the organic layer dried with magnesium sulfate. The solvent was removed in vacuo and the warm concentrate poured into 1 liter of hexanes. The resulting solid was washed with cold hexanes then dried giving 998.6 g of the desired compound as a white solid.

後処理

  1. temperaturewas refluxed for 42 hours
  2. washThe mixture was washed with water
  3. dry with materialthe organic layer dried with magnesium sulfate
  4. customThe solvent was removed in vacuo
  5. concentrationthe warm concentrate
  6. additionpoured into 1 liter of hexanes
  7. washThe resulting solid was washed with cold hexanes
  8. customthen dried

出典と根拠

ORDレコード
ord-1161c2df0c8046888a26a9778defb941
出典データセット
uspto-grants-1993_07
特許番号
US05231091

関連ノート

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