4-(2-Chloroethyl)morpholine → 4-(2'-Morpholinoethoxy)-3-phenyl-6-methoxy-coumarin

HRID 904302Notes

Reaction equation

HRID 904302 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[O:9][C:8](=[O:13])[C:7]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[C:6]2[OH:20].[O:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28]Cl)[CH2:23][CH2:22]1>>[O:21]1[CH2:26][CH2:25][N:24]([CH2:27][CH2:28][O:20][C:6]2[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[CH:4]=3)[O:9][C:8](=[O:13])[C:7]=2[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:23][CH2:22]1

Participants

3

Reactant 2

HCID 767274-(2-Chloroethyl)morpholineHCID 547058964-Hydroxy-6-methoxy-3-phenyl-2H-1-benzopyran-2-one

Product 1

HCID 233340844-(2'-Morpholinoethoxy)-3-phenyl-6-methoxy-coumarinYield 67.5%

Procedure

This compound is obtained according to the method of Example 8 from 12.1 g. (0.045 mol) of 6-methoxy-3-phenyl-4-hydroxy-coumarin and 10.9 g. (0.057 mol) of 2-morpholino-1-chlorethane. After recrystallisation from isopropanol, 11.3 g. of a beige-coloured solid are obtained. M.P. 118° C.; yield 67.5% (theoretical yield 16.7 g.).

Workup

  1. customThis compound is obtained
  2. customAfter recrystallisation from isopropanol, 11.3 g
  3. customof a beige-coloured solid are obtained

Sources & evidence

ORD record
ord-7ff36042058c4a20abbe513115454e47
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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