4-(2-Chloroethyl)morpholine → 4-(2'-Morpholinoethoxy)-3,8-diphenyl-coumarin

HRID 904318Notes

Reaction equation

HRID 904318 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:8]=[CH:9][CH:10]=2)[O:5][C:4](=[O:18])[C:3]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl[CH2:26][CH2:27][N:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1>>[O:31]1[CH2:32][CH2:33][N:28]([CH2:27][CH2:26][O:1][C:2]2[C:11]3[C:6](=[C:7]([C:12]4[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH:8]=[CH:9][CH:10]=3)[O:5][C:4](=[O:18])[C:3]=2[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:29][CH2:30]1

Participants

3

Reactant 2

HCID 767274-(2-Chloroethyl)morpholineHCID 546888694-hydroxy-3,8-diphenyl-2H-chromen-2-one

Product 1

HCID 233340904-(2'-Morpholinoethoxy)-3,8-diphenyl-coumarinYield 75%

Procedure

15.7 g. (0.05 mol) of 4-hydroxy-3,8-diphenyl-coumarin are treated, as in Example 8, with 9.7 g. (0.065 mol) of 1-chloro-2-morpholinoethane. After recrystallisation from isopropanol, 16 g. are obtained. M.P. 106°-108° C. Yield 75% (theoretical yield 21.3 g.).

Workup

  1. customAfter recrystallisation from isopropanol, 16 g
  2. customare obtained

Sources & evidence

ORD record
ord-5604e6b35c7943bf9d543719b80669e8
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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