Sodium Chloride → 1-(3-Methyl-3-phenylbutyl)piperazine

HRID 704417Notes

Reaction equation

HRID 704417 reaction equation
[CH3:1][C:2]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([CH3:16])[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8](C(OCC)=O)[CH2:7][CH2:6]1.[Cl-].[Na+]>Cl>[CH3:16][C:2]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)([CH3:1])[CH2:3][CH2:4][N:5]1[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 5234Sodium ChlorideHCID 14649429Ethyl 4-(3-methyl-3-phenylbutyl)piperazine-1-carboxylate

Product 1

HCID 146494301-(3-Methyl-3-phenylbutyl)piperazineYield 95.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of ethyl 4-(3-methyl-3-phenylbutyl)piperazine-1-carboxylate (1.17 g) in conc. hydrochloric acid (15 ml) was heated in a sealed tube for 12 hours at 120° C. The solution was concentrated and to the resultant residue was added 10% sodium hydroxide to make basic. The mixture thus obtained was saturated with sodium chloride and extracted with ethyl acetate. The ethyl acetate layer was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous sodium sulfate and concentrated to give 0.85 g of 1-(3-methyl-3-phenylbutyl)piperazine.

Workup

  1. concentrationThe solution was concentrated and to the resultant residue
  2. additionwas added 10% sodium hydroxide
  3. customThe mixture thus obtained
  4. extractionextracted with ethyl acetate
  5. washThe ethyl acetate layer was washed with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-0e3f1526d57842548fc7775279ad65dc
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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