Dihydrocoumarin → 3-(2-hydroxyphenyl)-N-(3-morpholinopropyl)propanamide

HRID 1368371Notes

Reaction equation

HRID 1368371 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1.[O:11]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:15][CH2:14][C:12]1=[O:13]>>[OH:11][C:21]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:15][CH2:14][C:12]([NH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][O:8][CH2:7][CH2:6]1)=[O:13]

Participants

3

Reactant 2

HCID 660DihydrocoumarinHCID 61055N-(3-Aminopropyl)morpholine

Product 1

HCID 185202543-(2-hydroxyphenyl)-N-(3-morpholinopropyl)propanamideYield 116.5%

Conditions

Temperature
70 °C

Procedure

N-(3-Aminopropyl)morpholine (1.77 g) was added to 3,4-dihydrocoumarine (1.81 g) and stirred for 1 hours at 70° C., thereby yielding the entitled compound (4.16 g) as pale yellow syrup.

Sources & evidence

ORD record
ord-93c2c716b2824eeda167cd6018d9196e
Source dataset
uspto-grants-2003_06
Patent number
US06573297B2

Reaction notes

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