4-(3-Chloro-2-methylpropyl)morpholine → 8-Chloro-4-(3'-morpholino-2'-methylpropoxy)-3-phenylcoumarin

HRID 904327Notes

Reaction equation

HRID 904327 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][C:9](=[O:12])[C:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:7]2[OH:19].[O:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH:27]([CH3:30])[CH2:28]Cl)[CH2:22][CH2:21]1>>[Cl:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[O:10][C:9](=[O:12])[C:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[C:7]2[O:19][CH2:28][CH:27]([CH3:30])[CH2:26][N:23]1[CH2:24][CH2:25][O:20][CH2:21][CH2:22]1

Participants

3

Reactant 2

HCID 233340474-(3-Chloro-2-methylpropyl)morpholineHCID 547213368-Chloro-4-hydroxy-3-phenylcoumarin

Product 1

HCID 233340778-Chloro-4-(3'-morpholino-2'-methylpropoxy)-3-phenylcoumarinYield 69%

Procedure

Prepared by alkylation of 8-chloro-4-hydroxy-3-phenylcoumarin by 3-morpholino-2-methyl-1-chloropropane, in accordance with the method of Example 8. By recrystallisation from ethanol, a solid melting at 120°-122° C. is obtained. Yield 69%.

Workup

  1. customBy recrystallisation from ethanol

Sources & evidence

ORD record
ord-3749633a03d44683b7828f1ff868a1a7
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

Loading…