4-(2-Chloroethyl)morpholine → 4-(2'-Morpholinoethoxy)-3-phenyl-6-tert.-butyl-5,6,7,8-tetrahydro-coumarin

HRID 904313Notes

Reaction equation

HRID 904313 reaction equation
[OH:1][C:2]1[C:11]2[CH2:10][CH:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:8][CH2:7][C:6]=2[O:5][C:4](=[O:16])[C:3]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[O:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30]Cl)[CH2:25][CH2:24]1>>[O:23]1[CH2:28][CH2:27][N:26]([CH2:29][CH2:30][O:1][C:2]2[C:11]3[CH2:10][CH:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH2:8][CH2:7][C:6]=3[O:5][C:4](=[O:16])[C:3]=2[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:25][CH2:24]1

Participants

3

Reactant 2

HCID 767274-(2-Chloroethyl)morpholineHCID 572291294-Hydroxy-3-phenyl-6-tert.butyl-5,6,7,8-tetrahydro-coumarin

Product 1

HCID 233340944-(2'-Morpholinoethoxy)-3-phenyl-6-tert.-butyl-5,6,7,8-tetrahydro-coumarinYield 84.6%

Procedure

Obtained according to Example 14, Stage B, by treating 14.2 g. (0.05 mol) of 4-hydroxy-3-phenyl-6-tert.butyl-5,6,7,8-tetrahydro-coumarin with 9.7 g. (0.065 mol) of 2-morpholino-1-chlorethane. After evaporation of the chloroform, 17 g. of an oil are obtained, which cannot be crystallised. Yield 84.6% (theoretical yield 20.35 g.).

Workup

  1. customObtained
  2. additionby treating 14.2 g
  3. customAfter evaporation of the chloroform, 17 g
  4. customof an oil are obtained
  5. customwhich cannot be crystallised

Sources & evidence

ORD record
ord-3e673551f67c4932bef4cee220555d22
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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