4-(3-Chloropropyl)morpholine → 4-(3'-Morpholinopropoxy)-3-phenyl-5,6,7,8-tetrahydrocoumarin

HRID 904316Notes

Reaction equation

HRID 904316 reaction equation
[OH:1][C:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[O:5][C:4](=[O:12])[C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[O:19]1[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27]Cl)[CH2:21][CH2:20]1>>[O:19]1[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][CH2:27][O:1][C:2]2[C:11]3[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=3[O:5][C:4](=[O:12])[C:3]=2[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:21][CH2:20]1

Participants

3

Reactant 2

HCID 958344-(3-Chloropropyl)morpholineHCID 547213304-Hydroxy-3-phenyl-5,6,7,8-tetrahydrocoumarin

Product 1

HCID 233340604-(3'-Morpholinopropoxy)-3-phenyl-5,6,7,8-tetrahydrocoumarinYield 45.7%

Procedure

Obtained by causing the reaction, as indicated in Example 14, Stage B, of 14.5 g. (0.06 mol) of 4-hydroxy-3-phenyl-5,6,7,8-tetrahydrocoumarin with 15.6 g. (0.078 mol) of 3-morpholino-1-chloropropane. 10.1 g. of a paste which cannot be crystallised are isolated. Yield 45.7% (theoretical yield 22.1 g.).

Workup

  1. customObtained
  2. customthe reaction
  3. customof a paste which cannot be crystallised
  4. customare isolated

Sources & evidence

ORD record
ord-26a9fd29fafa4de48fed25067ab59183
Source dataset
uspto-grants-1980_10
Patent number
US04230850

Reaction notes

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