Dihydrocoumarin → 3-(2-Hydroxyphenyl)-1-(4-methylpiperazino)-1-propanone

HRID 1250763Notes

Reaction equation

[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[O:8]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][C:9]1=[O:10]>>[OH:8][C:18]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:12][CH2:11][C:9]([N:5]1[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1)=[O:10]

Participants

Reactant 2

HCID 660Dihydrocoumarin

HCID 531671-Methylpiperazine

Product 1

HCID 185202573-(2-Hydroxyphenyl)-1-(4-methylpiperazino)-1-propanoneYield 103.4%

Conditions

Temperature: 80 °C

Procedure

N-Methylpiperazine (1.23 g) was added to 3,4-dihydrocoumarine (1.80 g) and stirred for 2 hours at 80° C., thereby yielding the entitled compound (3.12 g) as pale brown solid.

Sources & evidence

ORD record: ord-2563a77ff48b4d05b096c4b9b7a2f96b
Source dataset: uspto-grants-2002_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06339154B1

Reaction notes

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