Toluene → 4-Hydroxy-1-iodo trans-1-octene

HRID 2296394Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2296394
[I:1]/[CH:2]=[CH:3]/[CH2:4][CH:5]([O:10][Si](C)(C)C)[CH2:6][CH2:7][CH2:8][CH3:9].C1(C)C=CC=CC=1>C(O)(=O)C.O1CCCC1.O>[OH:10][CH:5]([CH2:6][CH2:7][CH2:8][CH3:9])[CH2:4]/[CH:3]=[CH:2]/[I:1]

Komponenten

6

Edukt 2

HCID 1140TolueneHCID 128512771-Iodo-4-trimethylsiloxy-trans-1-octene

Produkt 1

HCID 128512784-Hydroxy-1-iodo trans-1-octene

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A 23 g portion of 1-iodo-4-trimethylsiloxy-trans-1-octene is dissolved in a mixture of 200 ml of glacial acetic acid, 100 ml of tetrahydrofuran, and 50 ml of water. After solution occurs, toluene is added and the mixture is evaporated. The resulting oil is chromatographed on silica gel with hexane progressively enriched in benzene followed by acetone to give 16 g of an oil, pmr spectrum (CDCl3): 3.69 (m, CHOH) and 2.3 (s, OH).

Aufarbeitung

  1. customthe mixture is evaporated
  2. customThe resulting oil is chromatographed on silica gel with hexane

Quellen und Nachweise

ORD-Eintrag
ord-6d6f853125934bf59a3f10878d928fcb
Quelldatensatz
uspto-grants-1984_01
Patentnummer
US04429148

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