1,6-Dibromohexane → 1-[2-[(6-Bromohexyl)oxy]ethyl]-4-methoxybenzene

HRID 5217

반응식

HRID 5217 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][OH:11])=[CH:5][CH:4]=1.[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br.[OH-].[Na+]>S(=O)(=O)(O)[O-].C([N+](CCCC)(CCCC)CCCC)CCC.O>[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:11][CH2:10][CH2:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1

참가 물질

6

반응물 3

HCID 123681,6-DibromohexaneHCID 14798Sodium HydroxideHCID 697054-Methoxyphenethyl alcohol

생성물 1

HCID 197980401-[2-[(6-Bromohexyl)oxy]ethyl]-4-methoxybenzene수율 237.5%

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매

실험 절차

4-Methoxybenzeneethanol (5.0 g) and 1,6-dibromohexane (23.7 g) were stirred rapidly at RT with tetra-n-butyl ammonium bisulphate (0.94 g) and 12.5 M aqueous NaOH (30 ml) for 16 h. The mixture was diluted with H2O (125 ml), extracted with ER (3×150 ml) and the combined organic extracts were washed consecutively with H2O (125 ml), BR (125 ml), dried and evaporated to give an oil (24.6 g). The oil was purified by [FCS] eluting with ER-CX (0:100→4:96) to give the title compound as a colourless oil (8.30 g). T.l.c. (CX-ER (40:1)) Rf 0.33.

후처리

  1. extractionextracted with ER (3×150 ml)
  2. washthe combined organic extracts were washed consecutively with H2O (125 ml), BR (125 ml)
  3. customdried
  4. customevaporated

출처 및 근거

ORD 기록
ord-b66b5c858c9f4603b5c7693801f728e2
출처 데이터셋
uspto-grants-1993_09
특허 번호
US05243076

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