Reaktion #50615

ord-8e588db9675443fbbb870f1f5253861a

Reaktionsgleichung

COc1cc2oc(=O)c3c(c2cc1OCCCOS(C)(=O)=O)CCCC3
7,8,9,10-tetrahydro-2-[3-(methanesulfonyloxy)propoxy]-3-methoxy-6H-dibenzo[b,d]pyran-6-one
c1ccc(C2CCNCC2)cc1
4-phenylpiperidine
CCO
ethanol
O=C([O-])/C=C/C(=O)[O-]
Fumarate
→
COc1cc2oc(=O)c3c(c2cc1OCCCN1CCC(c2ccccc2)CC1)CCCC3
7,8,9,10-tetrahydro-3-methoxy-2-[3-(4-phenyl-1-piperidinyl)propoxy]-6H-dibenzo[b,d]pyran-6-one
Ausbeute 100.0%

Edukte

—
methanesulfonyl
COc1cc2oc(=O)c3c(c2cc1OCCCOS(C)(=O)=O)CCCC3
7,8,9,10-tetrahydro-2-[3-(methanesulfonyloxy)propoxy]-3-methoxy-6H-dibenzo[b,d]pyran-6-one
c1ccc(C2CCNCC2)cc1
4-phenylpiperidine
CCO
ethanol
O=C([O-])/C=C/C(=O)[O-]
Fumarate

Reagenzien

Keine

Lösungsmittel

CC(C)=O
acetone

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeMethod B (20 h at 50° C.)

Vorschrift

Method B (20 h at 50° C.); starting materials: 7,8,9,10-tetrahydro-2-[3-(methanesulfonyloxy)propoxy]-3-methoxy-6H-dibenzo[b,d]pyran-6-one (example 80) and 4-phenylpiperidine; yield 100% (raw). Fumarate: method E; yield 72% on the basis of the methanesulfonyl compound; fusion point 184°-186° C. (from ethanol and acetone).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05428038uspto-grants-1995_06