2'-Hydroxyacetophenone → Cyclododec-2-en-1-ol

Reaktionsgleichung

[OH-].[Ca+2].[OH-].O[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[C:11](=[O:13])[CH3:12]>>[CH:11]1([OH:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:5][CH2:7][CH2:6][CH2:5][CH:10]=[CH:12]1

Komponenten

Edukt 2

HCID 83752'-Hydroxyacetophenone

HCID 6093208Calcium Hydroxide

Produkt 1

HCID 53886827Cyclododec-2-en-1-ol

Reaktionsbedingungen

Temperatur: 215 °C

Versuchsvorschrift

A mixture of 180 parts of trans-1,2-epoxidodecane, 6 parts of calcium hydroxide and 0.3 parts of o-hydroxyacetophenone was refluxed at 210-220° C. for 3 hours in a three-necked flask equipped agitator, Dean-Stark trap, and temperature probe. After cooling and filtration 175 parts of the mixture containing 15% starting epoxide and 74% cyclododec-2-en-1-ol (85% conversion, 87% selectivity) was obtained.

Aufarbeitung

customequipped agitator, Dean-Stark trap, and temperature probe
temperatureAfter cooling
filtrationfiltration 175 parts of the mixture
additioncontaining 15%

Quellen und Nachweise

ORD-Eintrag: ord-91497092c4104addbea1feeab9a36f7a
Quelldatensatz: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06835686B2

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