Triethylamine → 2,2-Dimethylpropanoic acid 3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl ester

HRID 704894Notes

Reaction equation

HRID 704894 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][OH:18])[CH2:11][CH2:10]1.C(N(CC)CC)C.[C:26](Cl)(=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:26](=[O:31])[C:27]([CH3:30])([CH3:29])[CH3:28])[CH2:13][CH2:14]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 62493Pivaloyl chlorideHCID 4109013-(4-(2-Methoxyphenyl)piperazin-1-yl)propan-1-ol

Product 1

HCID 109146202,2-Dimethylpropanoic acid 3-[4-(2-methoxyphenyl)-1-piperazinyl]propyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of 3-[4-(2-methoxyphenyl)-1-piperazinyl]propanol (4.76 g, 0.019 mol) and triethylamine (6 g, 0.06 mol) in 100 mL of methylene chloride was added pivaloyl chloride (2.28 g, 0.019 mol) and stirring was continued overnight at room temperature. The organic layer was washed with water, dried (anhydrous Na2SO4) and evaporated. The title compound was isolated by preparative HPLC and converted to the dihydrochloride salt; mp.=202°-204° C.

Workup

  1. washThe organic layer was washed with water
  2. dry with materialdried (anhydrous Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-f9e39fef97454ea6b6dfa957bde64076
Source dataset
uspto-grants-1991_01
Patent number
US04988814

Reaction notes

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