Water → HCID 15670106, compound

HRID 248345Notes

Reaction equation

HRID 248345 reaction equation
Cl.[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([O:17][CH3:18])=[C:7]([CH:16]=1)[O:8][CH2:9][CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1.Br[CH2:20][CH2:21][CH2:22][NH:23][C:24]([C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1)([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.C([O-])([O-])=O.[K+].[K+].O>CN(C=O)C>[Cl:2][C:3]1[CH:4]=[CH:5][C:6]([O:17][CH3:18])=[C:7]([CH:16]=1)[O:8][CH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:20][CH2:21][CH2:22][NH:23][C:24]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[CH2:12][CH2:11]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 2565813-Bromo-N-trityl-1-propanamineHCID 19763391HCID 19763391, compound

Product 1

HCID 15670106HCID 15670106, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5.85 g (0.020 mol) of 4-[(5-chloro-2-methoxyphenoxy)methyl]piperidine hydrochloride, 8.37 g (0.022 mol) of 3-bromo-N-(triphenylmethyl)propanamine and 6.91 g (0.050 mol) of K2CO3 in 50 ml of DMF are reacted. The reaction mixture is heated to 95°-100° C. It is cooled to room temperature, poured into 150 ml of water and extracted 3 times with ethyl acetate. The organic phases are combined, washed with water, dried over MgSO4, filtered and evaporated. The product is obtained after chromatography.

Workup

  1. temperatureThe reaction mixture is heated to 95°-100° C
  2. extractionextracted 3 times with ethyl acetate
  3. washwashed with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. customevaporated
  7. customThe product is obtained after chromatography

Sources & evidence

ORD record
ord-e205233c892341e58d74156d390520ce
Source dataset
uspto-grants-1993_05
Patent number
US05210086

Reaction notes

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