Diethyl squarate → 1-[2-Hydroxy-3-[3-(1-piperidylmethyl)benzyloxy]propylamino]-2-ethoxy-cyclobutene-3,4-dione

HRID 542783Notes

Reaction equation

HRID 542783 reaction equation
[OH:1][CH:2]([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH:9]=1)[CH2:3][NH2:4].[CH2:21]([O:23][C:24]1[C:27](=O)[C:26](=[O:29])[C:25]=1[O:30]CC)[CH3:22]>C(O)C>[OH:1][CH:2]([CH2:5][O:6][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH:9]=1)[CH2:3][NH:4][C:27]1[C:26](=[O:29])[C:25](=[O:30])[C:24]=1[O:23][CH2:21][CH3:22]

Participants

4

Procedure

2.78 g (0.01 mol) of 2-hydroxy-3-[3-(1-piperidylmethyl)benzyloxy]propylamine in 10 ml of ethanol are slowly added dropwise to 1.70 g (0.01 mol) of 1,2-diethoxycyclobutene-3,4-dione and the mixture is stirred for 5 hours. The title compound, which is obtained after the reaction solution has been concentrated by evaporation, is subsequently reacted without further purification.

Sources & evidence

ORD record
ord-27f747fb0ef44b42a815ce79d3e0e41b
Source dataset
uspto-grants-1987_04
Patent number
US04659721

Reaction notes

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