Potassium Carbonate → 4-{[2-(1,4-Benzodioxan-2-yl)-2-hydroxyethyl]amino}-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperidine

HRID 615382Notes

Reaction equation

HRID 615382 reaction equation
Cl.Cl.[O:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][CH2:5][CH:4]1[CH:13]([OH:34])[CH2:14][NH:15][CH:16]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]([NH:25][C:26]2[C:31]([CH3:32])=[CH:30][CH:29]=[CH:28][C:27]=2[CH3:33])=[O:24])[CH2:18][CH2:17]1.C(=O)([O-])[O-].[K+].[K+]>CCOCC>[O:3]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[O:6][CH2:5][CH:4]1[CH:13]([OH:34])[CH2:14][NH:15][CH:16]1[CH2:21][CH2:20][N:19]([CH2:22][C:23]([NH:25][C:26]2[C:27]([CH3:33])=[CH:28][CH:29]=[CH:30][C:31]=2[CH3:32])=[O:24])[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 204276944-{[2-(1,4-Benzodioxan-2-yl)-2-hydroxyethyl]amino}-1-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperidine dihydrochloride salt

Product 1

HCID 133933564-{[2-(1,4-Benzodioxan-2-yl)-2-hydroxyethyl]amino}-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperidine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

1.0 g of 4-{[2-(1,4-benzodioxan-2-yl)-2-hydroxyethyl]amino}-1-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperidine 2HCl suspended in 50 ml of ether is stirred with excess dilute aqueous potassium carbonate solution until the salt is completely dissolved. The organic layer is then separated, washed twice with water, dried over magnesium sulfate and evaporated to yield 4-{[2-(1,4-benzodioxan-2-yl)-2-hydroxyethyl]amino}-1-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperidine as the free base.

Workup

  1. dissolutionis completely dissolved
  2. customThe organic layer is then separated
  3. washwashed twice with water
  4. dry with materialdried over magnesium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-9f964020ad704466baae0bba553898a1
Source dataset
uspto-grants-1985_02
Patent number
US04499100

Reaction notes

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