4-(2-Chloroethyl)morpholine → 3-Benzyl-4-(2'-morpholinoethoxy)-coumarin

HRID 904312Notes

Reaction equation

HRID 904312 reaction equation
[CH2:1]([C:8]1[C:9](=[O:19])[O:10][C:11]2[C:16]([C:17]=1[OH:18])=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[O:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27]Cl)[CH2:22][CH2:21]1>>[CH2:1]([C:8]1[C:9](=[O:19])[O:10][C:11]2[C:16]([C:17]=1[O:18][CH2:27][CH2:26][N:23]1[CH2:24][CH2:25][O:20][CH2:21][CH2:22]1)=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 767274-(2-Chloroethyl)morpholineHCID 546861124-Hydroxy-3-benzylcoumarin

Product 1

HCID 233340713-Benzyl-4-(2'-morpholinoethoxy)-coumarinYield 88.5%

Procedure

Prepared as indicated in Example 8, from 13.7 g. (0.54 mol) of 3-benzyl-4-hydroxy-coumarin and 10.6 g. (0.071 mol) of 2-morpholino-1-chlorethane. After evaporation of the chloroform, there are obtained 17 g. of an oil which cannot be crystallised. Yield 88.5% (theoretical yield 19.2 g.).

Workup

  1. customPrepared
  2. customAfter evaporation of the chloroform, there
  3. customare obtained 17 g
  4. customof an oil which cannot be crystallised

Sources & evidence

ORD record
ord-7beff3d84ec34edb993410793283d6bc
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

Loading…