4-(2-Chloroethyl)morpholine → 4-(2'-Morpholinoethoxy)-3-phenyl-coumarin

HRID 904289Notes

Reaction equation

HRID 904289 reaction equation
[C:1]1([C:7]2[C:8](=[O:18])[O:9][C:10]3[C:15]([C:16]=2[OH:17])=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:19]1[CH2:24][CH2:23][N:22]([CH2:25][CH2:26]Cl)[CH2:21][CH2:20]1>C(O)(C)C>[O:19]1[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][O:17][C:16]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[O:9][C:8](=[O:18])[C:7]=2[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:21][CH2:20]1

Participants

4

Reactant 2

HCID 767274-(2-Chloroethyl)morpholineHCID 54688870Coumarin, 4-hydroxy-3-phenyl-

Product 1

HCID 233340504-(2'-Morpholinoethoxy)-3-phenyl-coumarinYield 80%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

By causing 100 g. (0.42 mol) of 3-phenyl-4-hydroxy-coumarin and 86.8 g. (0.55 mol) of 2-morpholino-1-chlorethane to react in the manner described in Example 1, 119 g. of a white solid are obtained. M.P. 97° C. (isopropanol), yield 80% (theoretical yield 147 g.).

Workup

  1. customof a white solid are obtained

Sources & evidence

ORD record
ord-8a0a4bcb326f4019b264b54fe748457a
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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