Reaktion #709903

ord-36eba9e7210646b4bc38ca3444cc9dec

Reaktionsgleichung

OCC1(C2CCCCC2)COC1
3-cyclohexyl-3-hydroxymethyloxetane
O=C(Cl)c1ccc(C(Br)CBr)cc1
4-(1,2-dibromoethyl)benzoyl chloride
C1COC1
oxetane
C#Cc1ccc(C23OCC(C4CCCCC4)(CO2)CO3)cc1
4-cyclohexyl-1-(4-ethynylphenyl)-2,6,7-trioxabicyclo[2.2.2]octane

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Utilizing Procedure 2, 4-cyclohexyl-1-(4-ethynylphenyl)-2,6,7-trioxabicyclo[2.2.2]octane was prepared from its respective oxetane. The 3-cyclohexyl-3-hydroxymethyloxetane was reacted with 4-(1,2-dibromoethyl)benzoyl chloride by the method of Procedure 2. The resulting product was characterized by NMR (300 MHz, CDCl3): δ 1.0-1.4 and 1.6-2.0 (11H, m, cyclohexyl CH2), 3.9-4.1 (2H, m, CH2Br), 4.4 (2H, s, CH2O), 4.55 (4H, d of d, CH2OCH2), 5.1 (1H, d of d, ArCHBr), 7.45 (2H, d, aromatic), 8.1 (2H, d, aromatic).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04772624uspto-grants-1988_09