1-Piperazinecarboxylic acid, ethyl ester → HCID 13345145, compound

HRID 1462025Notes

Reaction equation

HRID 1462025 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1)=[O:5])[CH3:2].Cl[CH2:13][CH2:14][N:15]1[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[N:15]1([CH2:14][CH2:13][N:9]2[CH2:8][CH2:7][N:6]([C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:11][CH2:10]2)[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 11430Potassium CarbonateHCID 748271-(2-Chloroethyl)piperidine

Product 1

HCID 13345145HCID 13345145, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-ethoxycarbonylpiperazine (10.9 grams; 0.069 moles), N-(2-chloroethyl)piperidine (10.2 grams; 0.069 moles) and potassium carbonate, (9.5 grams; 0.069 moles) in 100 cc of ethanol is heated to reflux for 4 hours. After cooling, the salt is filtered, the filtrate is evaporated and the oily residue is distilled under vacuo; b.p. 133°-136° C. (0.02 mm). Dihydrochloride: m.p. 254°-256° C. (from methanol); Rf=0.74 (MeOH-concentrated NH4OH 9.5:0.5); IR (neat); 2940, 2860, 2820, 1710, 1470, 1435, 1305, 1290, 1240, 1135, 1120, 1005, 770 cm-1.

Workup

  1. temperatureis heated
  2. temperatureto reflux for 4 hours
  3. temperatureAfter cooling
  4. filtrationthe salt is filtered
  5. customthe filtrate is evaporated
  6. distillationthe oily residue is distilled under vacuo

Sources & evidence

ORD record
ord-651111308a4e47f3a9050832aa66a16e
Source dataset
uspto-grants-1984_07
Patent number
US04457931

Reaction notes

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