Reaction #50590

ord-0fe5b8d6421944b7bb370b3ad06c449c

Reaction equation

O=C([O-])/C=C/C(=O)[O-]
Fumarate
CCOc1cc2oc(=O)ccc2cc1OCCCCl
6-(3-chloropropoxy)-7-ethoxy-2H-1-benzopyran-2-one
COc1ccccc1N1CCNCC1.Cl
1(2-methoxyphenyl)piperazine hydrochloride
CC(C)O
isopropanol
→
CCOc1cc2oc(=O)ccc2cc1OCCCN1CCN(c2ccccc2OC)CC1
7-ethoxy-6-{3-[4-(2-methoxyphenyl)-1-piperazinyl]propoxy}-2H-1-benzopyran-2-one
Yield 49.0%

Reactants

O=C([O-])/C=C/C(=O)[O-]
Fumarate
CCOc1cc2oc(=O)ccc2cc1OCCCCl
6-(3-chloropropoxy)-7-ethoxy-2H-1-benzopyran-2-one
COc1ccccc1N1CCNCC1.Cl
1(2-methoxyphenyl)piperazine hydrochloride
CC(C)O
isopropanol

Reagents

None

Solvents

CCO
ethanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherMethod A (48 h at 60° C.)

Procedure

Method A (48 h at 60° C.); starting materials: 6-(3-chloropropoxy)-7-ethoxy-2H-1-benzopyran-2-one (example 70) and 1(2-methoxyphenyl)piperazine hydrochloride; yield 49%; fusion point 78°-80° C. (from isopropanol). Fumarate: method E; yield 82%; fusion point 149°-150° C. (from ethanol).

Source

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