Dicyclohexylcarbodiimide → HCID 19880188, compound

HRID 1885265Notes

Reaction equation

HRID 1885265 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)[C:6]([OH:8])=O.ON1C2C=CC=CC=2N=N1.C1(N=C=NC2CCCCC2)CCCCC1.[CH3:47][N:48]1[CH2:53][CH2:52][NH:51][CH2:50][CH2:49]1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[O:12][CH2:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=1)[C:6]([N:51]1[CH2:52][CH2:53][N:48]([CH3:47])[CH2:49][CH2:50]1)=[O:8]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 531671-MethylpiperazineHCID 757711-HydroxybenzotriazoleHCID 19880171HCID 19880171, compound

Product 1

HCID 19880188HCID 19880188, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-methoxy-4-p-methoxybenzyloxybenzoic acid (2.88 g: 10 mMol.), 1-hydroxybenzotriazole (1.49 g: 1.1 Eq.), and dicyclohexylcarbodiimide (2.27 g: 1.1 Eq.) in tetrahydrofuran (100 ml) is kept at room temperature for 3 hours. To this solution is added N-methylpiperazine (2.22 ml: 2 Eq.), and the mixture is kept at room temperature overnight to give 1-(3-methoxy-4-p-methoxybenzyloxybenzoyl)-4-methylpiperazine (3.45 g). Yield: 93%.

Workup

  1. waitthe mixture is kept at room temperature overnight

Sources & evidence

ORD record
ord-a71141b05b064e75a609c05f57d1608c
Source dataset
uspto-grants-1992_09
Patent number
US05143910

Reaction notes

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