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

HRID 615383Notes

Reaction equation

HRID 615383 reaction equation
C(O)(=O)C.[O:5]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[O:8][CH2:7][CH:6]1[CH:15]([OH:36])[CH2:16][NH:17][CH:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]([NH:27][C:28]2[C:33]([CH3:34])=[CH:32][CH:31]=[CH:30][C:29]=2[CH3:35])=[O:26])[CH2:20][CH2:19]1>S(=O)(=O)(O)O>[O:5]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[O:8][CH2:7][CH:6]1[CH:15]([OH:36])[CH2:16][NH:17][CH:18]1[CH2:23][CH2:22][N:21]([CH2:24][C:25]([NH:27][C:28]2[C:29]([CH3:35])=[CH:30][CH:31]=[CH:32][C:33]=2[CH3:34])=[O:26])[CH2:20][CH2:19]1

Participants

3

Reactant 1

HCID 700913944-{[2-(1,4-Benzodioxan-2-yl)-2-hydroxyethyl]amino}-1-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperidine acetate

Product 1

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

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

4-{[2-(1,4-benzodioxan-2-yl)-2-hydroxyethyl]amino}-1-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperidine acetate (1.0 g) is dissolved in 50 ml 50% aqueous sulfuric acid, and the solution evaporated to dryness. The product is suspended in ethanol and filtered, air dried and recrystallized from methanol/acetone to yield 4-{[2-(1,4-benzodioxan-2-yl)-2-hydroxyethyl]amino}-1-[(2,6-dimethylphenyl)aminocarbonylmethyl]piperidine.2HSO4.

Workup

  1. customthe solution evaporated to dryness
  2. filtrationfiltered
  3. customair dried
  4. customrecrystallized from methanol/acetone

Sources & evidence

ORD record
ord-96f0a35c52864919ab010c0eb7ecceff
Source dataset
uspto-grants-1985_02
Patent number
US04499100

Reaction notes

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