Reaktion #75405

ord-051c6af4283c454d994347d63b60ad33

Reaktionsgleichung

CC(=O)OC1(OC(C)=O)C=CC2CC1C2(C)C
(+)-6,6-dimethyl-2,2-diacetoxy-3-norpinene
CCCCCCC(C)(C)c1cc(O)cc(O)c1
5-(1,1-dimethylheptyl)resorcinol
CCOCC.FB(F)F
boron trifluoride diethyl etherate
→
CCCCCCC(C)(C)c1cc(O)c2c(c1)OC(C)(C)[C@@H]1CCC(=O)C[C@@H]21
(-)-trans-1-hydroxy-3-(1,1-dimethylheptyl)-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-9-one

Edukte

CC(=O)OC1(OC(C)=O)C=CC2CC1C2(C)C
(+)-6,6-dimethyl-2,2-diacetoxy-3-norpinene
CCCCCCC(C)(C)c1cc(O)cc(O)c1
5-(1,1-dimethylheptyl)resorcinol
CCOCC.FB(F)F
boron trifluoride diethyl etherate

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Following the same procedure as set forth above, (+)-6,6-dimethyl-2,2-diacetoxy-3-norpinene was reacted with 5-(1,1-dimethylheptyl)resorcinol in the presence of boron trifluoride diethyl etherate to afford (-)-trans-1-hydroxy-3-(1,1-dimethylheptyl)-6,6-dimethyl-6,6a,7,8,10,10a-hexahydro-9H-dibenzo[b,d]pyran-9-one.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04176233uspto-grants-1979_11