Hydrochloric Acid → 4-(3,4-Dichlorophenoxy)-1-piperidinepropanamine

HRID 968757Notes

Reaction equation

HRID 968757 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:23]=[CH:24][C:25]=1[Cl:26])[O:5][CH:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][NH:15]C(=O)OC(C)(C)C)[CH2:8][CH2:7]1.Cl>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[C:4]([CH:23]=[CH:24][C:25]=1[Cl:26])[O:5][CH:6]1[CH2:7][CH2:8][N:9]([CH2:12][CH2:13][CH2:14][NH2:15])[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 11188863Tert-butyl 3-[4-(3,4-dichlorophenoxy)-1-piperidinyl]propylcarbamate

Product 1

HCID 113241264-(3,4-Dichlorophenoxy)-1-piperidinepropanamineYield 73.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The product from Step (a) (2 g) was dissolved in dioxane (100 ml) and 6N HCl (100 ml) added. After 18 hours at room temperature the solvent was evaporated and the resultant solid basified with NaOH (2N) to pH 11. The aqueous was extracted with ethyl acetate, the organic phase separated, dried with MgSO4 and evaporated to leave the sub-title compound as an oil (1.1 g).

Workup

  1. customAfter 18 hours at room temperature the solvent was evaporated
  2. extractionThe aqueous was extracted with ethyl acetate
  3. customthe organic phase separated
  4. dry with materialdried with MgSO4
  5. customevaporated

Sources & evidence

ORD record
ord-89244a74a28e4c15b487870f96801c8d
Source dataset
uspto-grants-2007_12
Patent number
US07304077B2

Reaction notes

Loading…