Reaktion #927648

ord-6032e384d33347849bc1b61745110736

Reaktionsgleichung

C#CC(O)c1ccc2c(c1)C(C)(C)CCC2(C)C
α-ethynyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenemethanol
COC(=O)c1ccc(I)cc1OC
methyl 4-iodo-2-methoxybenzoate
→
COC(=O)c1ccc(C#CC(O)c2ccc3c(c2)C(C)(C)CCC3(C)C)cc1OC
ester
Ausbeute 76.0%
COC(=O)c1ccc(C#CC(O)c2ccc3c(c2)C(C)(C)CCC3(C)C)cc1OC
methyl 2-methoxy-4-[3-hydroxy-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthyl)-1-propynyl]benzoate
Ausbeute 76.0%

Edukte

C#CC(O)c1ccc2c(c1)C(C)(C)CCC2(C)C
α-ethynyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenemethanol
COC(=O)c1ccc(I)cc1OC
methyl 4-iodo-2-methoxybenzoate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Following the basic procedure of Example 11(d), by reacting 1.66 g (6.8 mmol) of α-ethynyl-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenemethanol with 2 g (6.9 mmol) of methyl 4-iodo-2-methoxybenzoate, 2.1 g (75%) of the expected ester were obtained, after chromatography on a silica column eluted with dichloromethane, in the form of a yellow oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06368608B1uspto-grants-2002_04