Sodium Hydroxide → HCID 12834317, compound

HRID 1065261Notes

Reaction equation

HRID 1065261 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]3([CH2:17][CH2:16][N:15](C(OCC)=O)[CH2:14][CH2:13]3)[C:11](=[O:23])[N:10]([CH3:24])[CH2:9]2)=[CH:4][CH:3]=1.[OH-].[Na+]>C(O)CCC>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]3([CH2:13][CH2:14][NH:15][CH2:16][CH2:17]3)[C:11](=[O:23])[N:10]([CH3:24])[CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12834316HCID 12834316, compound

Product 1

HCID 12834317HCID 12834317, compoundYield 23%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 14.7 parts of ethyl 1-(4-fluorophenyl)-3-methyl-4-oxo-1,3,8-triazaspiro[4,5]decane-8-carboxylate, 16 parts of sodium hydroxide and 160 parts of 1-butanol is stirred and refluxed for 4 hours. The reaction mixture is evaporated and the residue is taken up in water. The product is extracted with trichloromethane. The extract is washed with water, dried, filtered and evaporated. The residue is crystallized from a mixture of 2,2'-oxybispropane and methanol, yielding 2.7 parts (23%) of 1-(4-fluorophenyl)-3-methyl-1,3,8-triazaspiro[4,5]decan-4-one.

Workup

  1. temperaturerefluxed for 4 hours
  2. customThe reaction mixture is evaporated
  3. extractionThe product is extracted with trichloromethane
  4. washThe extract is washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue is crystallized from a mixture of 2,2'-oxybispropane and methanol

Sources & evidence

ORD record
ord-62a3e8c3b87e4cf8a028076f425e6c98
Source dataset
uspto-grants-1982_05
Patent number
US04329353

Reaction notes

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