Benzyl chloroformate → Benzyl-3-oxo-2-(phenylmethyl)-1-piperazinecarboxylate

HRID 484978Notes

Reaction equation

HRID 484978 reaction equation
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[C:12]1([CH2:18][CH:19]2[NH:24][CH2:23][CH2:22][NH:21][C:20]2=[O:25])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[CH2:5]([O:4][C:2]([N:24]1[CH2:23][CH2:22][NH:21][C:20](=[O:25])[CH:19]1[CH2:18][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 135204163-Benzylpiperazin-2-one

Product 1

HCID 13520417Benzyl-3-oxo-2-(phenylmethyl)-1-piperazinecarboxylate

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Benzyl chloroformate (8.5 g.) is added to a stirred mixture of 3-(phenylmethyl)piperazinone (XXIX, Example 62, 6.8 g.), chloroform (75 ml.), and saturated sodium bicarbonate solution (20 ml.). After 30 minutes the chloroform phase is separated, washed twice with water, and concentrated. The residual oil is crystallized from ethyl acetate-SSB and then ethyl acetate again to give the title compound, m.p. 125°-127.5°.

Workup

  1. customAfter 30 minutes the chloroform phase is separated
  2. washwashed twice with water
  3. concentrationconcentrated
  4. customThe residual oil is crystallized from ethyl acetate-SSB

Sources & evidence

ORD record
ord-988d7ae645474d0bb7778bea1ddf99af
Source dataset
uspto-grants-1985_08
Patent number
US04534897

Reaction notes

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