4-(3-Chloropropyl)morpholinium chloride → 4-(3'-Morpholinopropoxy)-3-phenyl-coumarin

HRID 904298Notes

Reaction equation

HRID 904298 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][C:4](=[O:12])[C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.Cl.[O:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28]Cl)[CH2:22][CH2:21]1>C(O)(C)C>[O:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][CH2:28][O:1][C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[O:5][C:4](=[O:12])[C:3]=2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 122962834-(3-Chloropropyl)morpholinium chlorideHCID 54688870Coumarin, 4-hydroxy-3-phenyl-

Product 1

HCID 233340564-(3'-Morpholinopropoxy)-3-phenyl-coumarinYield 71%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

This compound is obtained by the method indicated in Example 8, from 14.3 g. (0.06 mol) of 4-hydroxy-3-phenyl-coumarin and 15.6 g. (0.078 mol) of 3-morpholino-1-chloropropane hydrochloride. 15.6 g. of a white solid are isolated. Yield 71% (theoretical yield 21.9 g.); M.P. 82° C. (isopropanol).

Workup

  1. customThis compound is obtained by the method
  2. customof a white solid are isolated

Sources & evidence

ORD record
ord-f52c27df0db34e649570e622c832e52b
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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