Myristyl bromide → 3-(Tetradecyloxy)benzenemethanol

HRID 484304

반응식

HRID 484304 반응식
[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]

참가 물질

6

반응물 3

HCID 8208Myristyl bromideHCID 14798Sodium HydroxideHCID 834043-Hydroxyphenethyl alcohol

생성물 1

HCID 100417103-(Tetradecyloxy)benzenemethanol수율 652.2%

시약·촉매·용매 2

HCID 21218Trioctylmethylammonium chloride촉매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1161c2df0c8046888a26a9778defb941
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05231091

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