1,6-Dibromohexane → [[3-[(6-Bromohexyl)oxy]propyl]thio]benzene

HRID 2108112노트

반응식

HRID 2108112 반응식
[C:1]1([S:7][CH2:8][CH2:9][CH2:10][OH:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]Br.[OH-].[Na+]>O>[Br:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][O:11][CH2:10][CH2:9][CH2:8][S:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 3

HCID 123681,6-DibromohexaneHCID 14798Sodium HydroxideHCID 51558413-(Phenylsulfanyl)propan-1-ol

생성물 1

HCID 23045324[[3-[(6-Bromohexyl)oxy]propyl]thio]benzene

시약·촉매·용매 1

HCID 962Water용매

실험 절차

3-(Phenylthio)-1-propanol (3.00 g), 1,6-dibromohexane (5.5 ml), aqueous 12.5M sodium hydroxide (27 ml) and TAB (802 mg) were vigorously stirred at room temperature overnight. The mixture was diluted with water (60 ml), extracted with diethyl ether (3×90 ml), and the combined, dried organic extracts were evaporated. The residual oil was purified by FCC eluting with System B (1:99→1:24) to give the title compound (4.01 g) as a colourless oil. T.l.c. (System B 1:3) Rf 0.35.

후처리

  1. extractionextracted with diethyl ether (3×90 ml)
  2. customdried organic extracts were evaporated
  3. customThe residual oil was purified by FCC
  4. washeluting with System B (1:99→1:24)

출처 및 근거

ORD 기록
ord-188e4313cb3e40d1bfae7bd6aa25cebe
출처 데이터셋
uspto-grants-1990_06
특허 번호
US04937268

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