1,5-Dibromopentane → 1-[3-[(5-Bromopentyl)oxy]propyl]-4-methoxybenzene

HRID 483472

반응식

HRID 483472 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][OH:12])=[CH:5][CH:4]=1.[Br: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:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:12][CH2:11][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 81001,5-DibromopentaneHCID 14798Sodium HydroxideHCID 794063-(4-Methoxyphenyl)-1-propanol

생성물 1

HCID 197980251-[3-[(5-Bromopentyl)oxy]propyl]-4-methoxybenzene수율 244.6%

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 962Water용매

실험 절차

4-Methoxybenzenepropanol (7.5 g) and 1,5 dibromopentane (30.5 g) were stirred rapidly at RT with tetra-n-butylammonium bisulphate (1.02 g) and 12.5M aqueous NaOH (36 ml) for 16 h. The mixture was diluted with H2O (170 ml), extracted with ER (3×200 ml) and the combined organic extracts were washed consecutively with H2O (170 ml) and BR (170 ml), dried and evaporated to give an oil (34.8 g). The oil was purified by [FCS] eluting with ER-CX (0:100→4:96) to give the title compound as a colourless oil (8.83 g). T.l.c. (CX-ER 79:1) Rf 0.1.

후처리

  1. extractionextracted with ER (3×200 ml)
  2. washthe combined organic extracts were washed consecutively with H2O (170 ml) and BR (170 ml)
  3. customdried
  4. customevaporated

출처 및 근거

ORD 기록
ord-536840a1ce624377a0b9d0f9af6d3ef0
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05225445

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