Methanol → 1-(3,3-Dimethyl-cyclohex-6-en-1-yl)-pent-4-en-1-yne

HRID 444379Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 444379
CO.[CH3:3][C:4]1([CH3:15])[CH2:9][CH2:8][CH2:7][C:6]([C:10]#[C:11][CH2:12][CH:13]=[CH2:14])=[CH:5]1>O>[CH3:3][C:4]1([CH3:15])[CH2:9][CH2:8][CH:7]=[C:6]([C:10]#[C:11][CH2:12][CH:13]=[CH2:14])[CH2:5]1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 205694151-(3,3-Dimethyl-cyclohex-1-en-1-yl)-pent-4-en-1-yne

Produkt 1

HCID 205694341-(3,3-Dimethyl-cyclohex-6-en-1-yl)-pent-4-en-1-yneAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

(c') 7 g of the above prepared carbinol were heated in a distillation apparatus in the presence of 2 g of H3BO3 at 12 Torr until no further formation of water was observed. The temperature was then slowly increased to 120°-130° and a 2:3 mixture of 1-(3,3-dimethyl-cyclohex-1-en-1-yl)-pent-4-en-1-yne and 1-(3,3-dimethyl-cyclohex-6-en-1-yl)-pent-4-en-1-yne was obtained (5.3 g; 70% yield). The subsequent conversion to the desired cyclohexenic ketones is effected according to the procedure given above (pathway I) paragraph d)

Aufarbeitung

  1. temperatureThe temperature was then slowly increased to 120°-130°

Quellen und Nachweise

ORD-Eintrag
ord-e2fd04895b184a1289a1a99a2f90a99b
Quelldatensatz
uspto-grants-1981_04
Patentnummer
US04264467

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