Potassium Hydroxide → HCID 21512538, compound

HRID 1576397Notes

Reaction equation

HRID 1576397 reaction equation
[CH:1]1[C:14]2[CH:13]([N:15]3[CH2:20][CH2:19][CH2:18][CH:17]([N:21](C(OCC)=O)[CH3:22])[CH2:16]3)[C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[O:6][C:5]=2[CH:4]=[CH:3][CH:2]=1.[OH-].[K+]>C(O)C>[CH:11]1[C:12]2[CH:13]([N:15]3[CH2:20][CH2:19][CH2:18][CH:17]([NH:21][CH3:22])[CH2:16]3)[C:14]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[O:6][C:7]=2[CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 21512537HCID 21512537, compound

Product 1

HCID 21512538HCID 21512538, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The above prepared 1-(9-xanthenyl)-3-(N-carbethoxy-N-methylamino)piperidine (4.5 g.) is refluxed with 100 ml. of a 5M solution of potassium hydroxide in 80 percent aqueous ethanol for three hours. The resulting solution is concentrated in vacuo and the residue poured into cold water. This mixture is extracted with methylene chloride and the organic phase is washed with water and dried over anhydrous potassium carbonate. Evaporation of the solvent gives 1-(9-xanthenyl)-3-methylaminopiperidine.

Workup

  1. temperatureis refluxed with 100 ml
  2. concentrationThe resulting solution is concentrated in vacuo
  3. additionthe residue poured into cold water
  4. extractionThis mixture is extracted with methylene chloride
  5. washthe organic phase is washed with water
  6. dry with materialdried over anhydrous potassium carbonate
  7. customEvaporation of the solvent

Sources & evidence

ORD record
ord-f56ab90fafee4219b184099f48377ae4
Source dataset
uspto-grants-1976_09
Patent number
US03980788

Reaction notes

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