Lithium Hydroxide → 1-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-one

HRID 458143Notes

Reaction equation

HRID 458143 reaction equation
FC(F)(F)C1C=C(C=C(C(F)(F)F)C=1)C([N:8]1[CH2:25][CH2:24][C:11]2([N:15]([C:16]3[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=3)[CH2:14][NH:13][C:12]2=[O:23])[CH2:10][CH2:9]1)=O.[Li+].[OH-]>C1COCC1.O.CO>[Cl:22][C:19]1[CH:20]=[CH:21][C:16]([N:15]2[C:11]3([CH2:10][CH2:9][NH:8][CH2:25][CH2:24]3)[C:12](=[O:23])[NH:13][CH2:14]2)=[CH:17][CH:18]=1

Participants

6

Reactant 2

HCID 3939Lithium HydroxideHCID 18401639HCID 18401639, compound

Product 1

HCID 201607621-(4-Chlorophenyl)-1,3,8-triazaspiro[4.5]decan-4-oneYield 69.7%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a mixture of 1.5 g (2.97 mmol) 8-(3,5-bis-trifluoromethyl-benzoyl)-1-(4-chloro-phenyl)-1,3,8-triaza-spiro[4.5]decan-4-one in 4.5 ml THF, 4.5 ml water and 4.5 ml methanol were added 0.85 g (35.6 mmol) powdered LiOH. The reaction mixture was stirred at ambient temperature for 48 hours. The solvent was removed in vacuo. The residue was stirred in water. The resulting solid was filtered, washed with water and dried to provide the title compound (0.55 g) as a colorless solid; MS (ISP): 266.1 MH+.

Workup

  1. additionwere added 0.85 g (35.6 mmol)
  2. customThe solvent was removed in vacuo
  3. stirringThe residue was stirred in water
  4. filtrationThe resulting solid was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-d82fdf1bee7d4126860f1c4ed2b664a9
Source dataset
uspto-grants-2007_03
Patent number
US07189850B2

Reaction notes

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