1-Bromo-3-chloropropane → HCID 13424606, compound

HRID 1583541Notes

Reaction equation

HRID 1583541 reaction equation
Br[CH2:2][CH2:3][CH2:4][Cl:5].[CH3:6][O:7][C:8]1[CH:9]=[C:10]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)[CH:11]=[CH:12][C:13]=1[O:14][CH3:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[Cl:5][CH2:4][CH2:3][CH2:2][N:19]1[CH2:18][CH2:17][N:16]([C:10]2[CH:11]=[CH:12][C:13]([O:14][CH3:15])=[C:8]([O:7][CH3:6])[CH:9]=2)[CH2:21][CH2:20]1

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 27362071-(3,4-Dimethoxyphenyl)piperazine

Product 1

HCID 13424606HCID 13424606, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The 1-(3-chloropropyl-4-(3,4-dimethoxyphenyl)piperazine is prepared in the following manner: 11.5 g (70.2 m. moles) of 1-bromo-3-chloropropane are added quickly with stirring to a mixture of 13 g (58.5 m. moles) of 1-(3,4-dimethoxyphenyl)piperazine [prepared according to P. C. Jain et coll. J. Med. Chem. 10, 812 (1967)] and 9.7 g (70.2 m. moles) of potassium carbonate in 60 cc of N,N-dimethylformamide. The stirring is continued for 4 hours 30 min at ambient temperature. The inorganic products are then filtered and the filtrate concentrated to dryness under reduced pressure. The residue is dissolved in ether and the solution obtained washed with water, then dried on sodium sulfate. After evaporation of the ether, there is obtained 14 g (yield) 80%) of 1-(3-chloropropyl)-4-(3,4-dimethoxyphenyl)piperazine that is used without any other purification.

Workup

  1. customThe 1-(3-chloropropyl-4-(3,4-dimethoxyphenyl)piperazine is prepared in the following manner
  2. filtrationThe inorganic products are then filtered
  3. concentrationthe filtrate concentrated to dryness under reduced pressure
  4. dissolutionThe residue is dissolved in ether
  5. customthe solution obtained
  6. washwashed with water
  7. customdried on sodium sulfate
  8. customAfter evaporation of the ether

Sources & evidence

ORD record
ord-8031d95b2d2544168610f4226ae53ffe
Source dataset
uspto-grants-1985_11
Patent number
US04552878

Reaction notes

Loading…