HCID 19992207, compound → Benzyl piperazine-1-carboxylate

HRID 345419Notes

Reaction equation

HRID 345419 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[O:15])[CH2:10][CH2:9]1)=O)CCC>C(O)(C(F)(F)F)=O>[CH2:17]([O:16][C:14]([N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:15])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

3

Reactant 1

HCID 19992207HCID 19992207, compound

Product 1

HCID 643495Benzyl piperazine-1-carboxylate

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

960 mg (3 mmol) of N-butoxycarbonyl-N'-benzyloxycarbonylpiperazine was dissolved in 8 ml of TFA and aged for 1 hour. The TFA was evaporated in a stream of N2 and then to the residue was added water and NaOH to pH12. The basic mixture was extracted with 3×15 ml of ethyl acetate, backwashed with saturated aqueous NaCl, dried with Na2SO4 and concentrated to 566 mg of an oil whose mass spectrum had a parent peak at m/e=220. NMR (3CDCl, δ from TMS) δ2.8 (m, 4), δ3.5 (t, 4), δ5.12 (s, 2), δ7.38 (m, 5).

Workup

  1. customThe TFA was evaporated in a stream of N2
  2. additionto the residue was added water and NaOH to pH12
  3. extractionThe basic mixture was extracted with 3×15 ml of ethyl acetate
  4. dry with materialdried with Na2SO4
  5. concentrationconcentrated to 566 mg of an oil whose mass spectrum

Sources & evidence

ORD record
ord-636e06c5c9354d1d9eda0f3fb38315b1
Source dataset
uspto-grants-1991_10
Patent number
US05057517

Reaction notes

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