2,6,6-Trimethyl-1-[1-hydroxy-2-butynyl]-2-cyclohexene → (Z)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one

HRID 1448878Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1448878
[CH3:1][C:2]1[CH:3]([CH:10]([OH:14])[C:11]#[C:12][CH3:13])[C:4]([CH3:9])([CH3:8])[CH2:5][CH2:6][CH:7]=1.CC(C(C)CC=C(C)C)=CC=O.CC1C(C(=O)C#CC)C(C)(C)CCC=1>CO>[CH3:1][C:2]1[CH:3]([C:10](=[O:14])/[CH:11]=[CH:12]\[CH3:13])[C:4]([CH3:8])([CH3:9])[CH2:5][CH2:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 129319252,6,6-Trimethyl-1-[1-hydroxy-2-butynyl]-2-cyclohexeneHCID 540968123,4,7-Trimethyl-2,6-octadienalHCID 705897112,6,6-Trimethyl-1-tetrolyl-2-cyclohexene

Produkt 1

HCID 6436548(Z)-1-(2,6,6-Trimethyl-2-cyclohexen-1-yl)-2-buten-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The acetylenic carbinol which was obtained as described above under paragraph (b) was oxidised as described for its isomer in Example 18, paragraph (c). Thus, 1.38 g. of carbinol gave 0.9 g. (66%) of 2,6,6-trimethyl-1-tetrolyl-2-cyclohexene, b.p. 100°-105°/0.7 Torr. NMR spectrum (CCl4): 0.96 (6 H, d badly resolved), 1.52 (3 H, m), 2.0 (3 H, s), 5.57 (1 H, m), 2.66 (1 H, m) ppm (δ).

Quellen und Nachweise

ORD-Eintrag
ord-ef3d65641875414f897a87ba971d474f
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04187863

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