Reaktion #50595

ord-54f2a4b0bf734d449f00a8d39ca228b9

Reaktionsgleichung

O=C([O-])/C=C/C(=O)[O-]
Fumarate
CS(=O)(=O)OCCCOc1cc2oc(=O)ccc2cc1OC1CCCC1
6-(cyclo-pentyloxy)-7-[3-(methanesulfonyloxy)propoxy]-2H-1-benzopyran-2-one
c1ccc(C2CCNCC2)cc1
4-phenylpiperidine
COC(C)(C)C
TBME
→
O=c1ccc2cc(OC3CCCC3)c(OCCCN3CCC(c4ccccc4)CC3)cc2o1
6-(cyclopentyloxy)-7-[3-(4-phenyl-1-piperidinyl)propoxy]-2H-1-benzopyran-2-one
Ausbeute 48.0%

Edukte

O=C([O-])/C=C/C(=O)[O-]
Fumarate
CS(=O)(=O)OCCCOc1cc2oc(=O)ccc2cc1OC1CCCC1
6-(cyclo-pentyloxy)-7-[3-(methanesulfonyloxy)propoxy]-2H-1-benzopyran-2-one
c1ccc(C2CCNCC2)cc1
4-phenylpiperidine
COC(C)(C)C
TBME

Reagenzien

Keine

Lösungsmittel

CC(C)O
isopropanol
CC(C)=O
acetone

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeMethod B (30 h at 45° C.)

Vorschrift

Method B (30 h at 45° C.); starting materials: 6-(cyclo-pentyloxy)-7-[3-(methanesulfonyloxy)propoxy]-2H-1-benzopyran-2-one (example 72) and 4-phenylpiperidine; yield 48%; fusion point 96°-97° C. (from TBME and isopropanol). Fumarate: method E; yield 83%; fusion point 171°-173° C. (from acetone).

Quelle

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