1-Piperazinecarboxylic acid, ethyl ester → HCID 178473356, compound

HRID 622399Notes

Reaction equation

HRID 622399 reaction equation
[O:1]1[CH:11]2[CH:2]1[C:3](=[O:13])[C:4]1[C:9]([C:10]2=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=1.[CH3:14][CH2:15][O:16][C:17]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)=[O:18]>C(O)C>[OH:1][C:11]1[C:10](=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](=[O:13])[C:2]=1[N:22]1[CH2:21][CH2:20][N:19]([C:17]([O:16][CH2:15][CH3:14])=[O:18])[CH2:24][CH2:23]1

Participants

4

Reactant 2

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 858442,3-Epoxy-2,3-dihydro-1,4-naphthoquinone

Product 1

HCID 178473356HCID 178473356, compoundYield 44.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1.174 g of 2,3-epoxy-2,3-dihydro-1,4-naphthoquinone, 1.58 g of ethyl-N-piperazinocarboxylate and 100 ml of absolute ethanol was stirred for 24 hours, then evaporated. The residue was chromatographed on silica gel, eluting with 5% methanol in chloroform, giving 1.0 g of the desired product,, mp 115-118°C.

Workup

  1. customevaporated
  2. customThe residue was chromatographed on silica gel
  3. washeluting with 5% methanol in chloroform

Sources & evidence

ORD record
ord-303bfe38a3ba47108d597d2ff77b7ec5
Source dataset
uspto-grants-1988_09
Patent number
US04771061

Reaction notes

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