Reaktion #50605

ord-27d533dd5f99403a86ddd4adb5d31e9f

Reaktionsgleichung

COc1cc2oc(=O)c(C)c(C)c2cc1OCCCOS(C)(=O)=O
6-[3-(methanesulfonyloxy)propoxy]-7-methoxy-3,4-dimethyl-2H-1-benzopyran-2-one
c1ccc(C2CCNCC2)cc1
4-phenylpiperidine
O=C([O-])/C=C/C(=O)[O-]
Fumarate
→
COc1cc2oc(=O)c(C)c(C)c2cc1OCCCN1CCC(c2ccccc2)CC1
7-methoxy-3,4-dimethyl-6-[3-(4-phenyl-1-piperidinyl)propoxy]-2H-1-benzopyran-2-one
Ausbeute 64.0%

Edukte

COc1cc2oc(=O)c(C)c(C)c2cc1OCCCOS(C)(=O)=O
6-[3-(methanesulfonyloxy)propoxy]-7-methoxy-3,4-dimethyl-2H-1-benzopyran-2-one
c1ccc(C2CCNCC2)cc1
4-phenylpiperidine
O=C([O-])/C=C/C(=O)[O-]
Fumarate

Reagenzien

Keine

Lösungsmittel

CO
methanol
CCO
ethanol
CC(C)O
isopropanol
CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeMethod A (9 h at 60° C.)

Vorschrift

Method A (9 h at 60° C.); starting materials: 6-[3-(methanesulfonyloxy)propoxy]-7-methoxy-3,4-dimethyl-2H-1-benzopyran-2-one (example 75) and 4-phenylpiperidine; yield 64%; fusion point 152°-153° C. (from ethanol and isopropanol). Fumarate (×0.5 C4H4O4): method E; yield 92%; fusion point 209°-210° C. (from ethanol and methanol).

Quelle

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