4-(3-Chloro-2-methylpropyl)morpholine → 4-(3'-Morpholino-2'-methylpropoxy)-3-phenyl-8-hydroxy-coumarin

HRID 904319Notes

Reaction equation

HRID 904319 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=2)[O:5][C:4](=[O:13])[C:3]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl[CH2:21][CH:22]([CH3:30])[CH2:23][N:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>>[O:27]1[CH2:28][CH2:29][N:24]([CH2:23][CH:22]([CH3:30])[CH2:21][O:1][C:2]2[C:11]3[C:6](=[C:7]([OH:12])[CH:8]=[CH:9][CH:10]=3)[O:5][C:4](=[O:13])[C:3]=2[C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:25][CH2:26]1

Participants

3

Reactant 2

HCID 233340474-(3-Chloro-2-methylpropyl)morpholineHCID 547213333-Phenyl-4,8-dihydroxy-coumarin

Product 1

HCID 233340914-(3'-Morpholino-2'-methylpropoxy)-3-phenyl-8-hydroxy-coumarinYield 60.7%

Procedure

Prepared according to the method of Example 30 by alkylation of 4,8-dihydroxy-3-phenyl-coumarin by 1-chloro-2-methyl-3-morpholino-propane. After recrystallisation from isopropanol, a white solid is obtained with the melting point of 136° C. Yield 60.7%.

Workup

  1. customPrepared
  2. customAfter recrystallisation from isopropanol
  3. customa white solid is obtained with the melting point of 136° C

Sources & evidence

ORD record
ord-4adcc4ba253e4b3eb26db3ec8bec4423
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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