Potassium Hydroxide → HCID 15124808, compound

HRID 359413Notes

Reaction equation

HRID 359413 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][CH:10]1[CH2:14][CH2:13][N:12](C(OCC)=O)[CH2:11]1.[OH-].[K+]>CC(O)C>[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:9][CH:10]1[CH2:14][CH2:13][NH:12][CH2:11]1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 19095578HCID 19095578, compound

Product 1

HCID 15124808HCID 15124808, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 13.10 parts of ethyl 3-[(2.3-dimethylphenyl)amino]-1-pyrrolidinecarboxylate, 28 parts of potassium hydroxide and 240 parts of 2-propanol was stirred and refluxed for 6 hours. The reaction mixture was evaporated. The residue was taken up in water. The product was extracted with dichloromethane. The extract was dried, filtered and evaporated, yielding 6 parts (63%) of N-(2,3-dimethylphenyl)-3-pyrrolidinamine as a residue (intermediate 68).

Workup

  1. temperaturerefluxed for 6 hours
  2. customThe reaction mixture was evaporated
  3. extractionThe product was extracted with dichloromethane
  4. customThe extract was dried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-a010171515214b709162f487edc53ca0
Source dataset
uspto-grants-1991_03
Patent number
US05001125

Reaction notes

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