4-(4-Chloro-phenyl)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester → 1-(4-Chlorophenyl)-2-methylpiperazine

HRID 557005Notes

Reaction equation

HRID 557005 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=2)[CH:10]([CH3:21])[CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[Cl:20][C:17]1[CH:16]=[CH:15][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH:10]2[CH3:21])=[CH:19][CH:18]=1

Participants

3

Reactant 1

HCID 667579574-(4-Chloro-phenyl)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 982891-(4-Chlorophenyl)-2-methylpiperazine

Reagents, catalysts & solvents 1

HCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

4-(4-Chloro-phenyl)-3-methyl-piperazine-1-carboxylic acid tert-butyl ester (0.83 g, 0.68 mmol) was dissolved in HCl/dioxane (4M, 8 mL) and stirred for 2 hr at rt. The mixture was then evaporated in vacuo, basified with aqueous sodium hydroxide (1M, 50 mL), and extracted with ethyl acetate (3×100 mL). The organic layers were evaporated and the crude residue used in the next step, (0.56 g, brown oil)

Workup

  1. customThe mixture was then evaporated in vacuo
  2. extractionextracted with ethyl acetate (3×100 mL)
  3. customThe organic layers were evaporated

Sources & evidence

ORD record
ord-3f0a92515877477b8f7dabd0fca54f57
Source dataset
uspto-grants-2011_11
Patent number
US08058287B2

Reaction notes

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