Hydrogen Bromide → (6-Bromo-2-oxohexyl)(triphenyl)phosphanium bromide

HRID 1973570노트

반응식

HRID 1973570 반응식
[Br-:1].[O:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=[CH:8][P+:9]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Br>>[Br-:1].[Br:1][CH2:7][CH2:6][CH2:5][CH2:4][C:3](=[O:2])[CH2:8][P+:9]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

3

반응물 2

HCID 260Hydrogen BromideHCID 73676660[(tetrahydro-2H-pyran-2-ylidene)methyl]triphenylphosphonium bromide

생성물 1

HCID 20369022(6-Bromo-2-oxohexyl)(triphenyl)phosphanium bromide

실험 절차

A solution consisting of 1.6 parts of [(tetrahydro-2H-pyran-2-ylidene)methyl]triphenylphosphonium bromide in 25 parts by volume of 48% hydrobromic acid is heated at the reflux temperature for about 5 hours, then is stripped of solvent under reduced pressure to afford the crude product as an amber colored oil. Trituration of that oily material with benzene, followed by evaporation of the benzene under an atmosphere of nitrogen affords (6-bromo-2-oxohexyl)triphenylphosphonium bromide. This product exhibits 60-MHz nuclear magnetic resonance peaks in CDCl3 (deuterated chloroform) at about 100 cps (multiplet), 180 cps (multiplet), 200 cps (multiplet), 357 cps (doublet, J≃12 cps) in addition to the aromatic protons.

후처리

  1. temperatureis heated at the reflux temperature for about 5 hours
  2. customto afford the crude product as an amber colored oil
  3. customTrituration of that oily material with benzene, followed by evaporation of the benzene under an atmosphere of nitrogen

출처 및 근거

ORD 기록
ord-97e4732a669f48d29e57d7cda304dd04
출처 데이터셋
uspto-grants-1976_12
특허 번호
US03997588

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