Bromide ion → 1-Bromo-5,5-dimethyl-3-tetrahydropyranyloxy-trans-1-octene

HRID 67021

Reaktionsgleichung

Reaktionsgleichung von HRID 67021
[CH3:1][C:2]([CH3:17])([CH2:14][CH2:15][CH3:16])[CH2:3][CH:4]([O:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][O:9]1)[C:5]#[CH:6].C(BC(C(C)C)C)(C(C)C)C.[Br-:29]>C(Cl)(Cl)(Cl)Cl>[Br:29]/[CH:6]=[CH:5]/[CH:4]([O:7][CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][O:9]1)[CH2:3][C:2]([CH3:17])([CH3:1])[CH2:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 259Bromide ionHCID 192733Bis(1,2-dimethylpropyl)boraneHCID 538897305,5-Dimethyl-3-tetrahydropyranyloxy-1-octyne

Produkt 1

HCID 867329731-Bromo-5,5-dimethyl-3-tetrahydropyranyloxy-trans-1-octene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 5943Carbon TetrachlorideLösungsmittel2×

Versuchsvorschrift

Treatment of 7.15 g. (30 moles) of 5,5-dimethyl-3-tetrahydropyranyloxy-1-octyne (Example 999) with 33 moles of disiamylborane in carbon tetrachloride followed by 30 moles of bromide in carbon tetrachloride, refluxing the resulting mixture, and isolation by chromatography on silica gel, all as described in Example 1173 gives the title compound.

Aufarbeitung

  1. temperaturerefluxing the resulting mixture, and isolation by chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-55e64883fee24b6ea05fa4b8ed6c1f3a
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04343949

Verknüpfte Notizen

Wird geladen…