Water → HCID 12093165, compound

HRID 2087006Notes

Reaction equation

HRID 2087006 reaction equation
[C:1]([C:4]1[CH:8]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[N:7]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[C:6](=[O:22])[C:5]=1O)(=[O:3])[CH3:2].C([O-])=O.[NH4+:27].O>C(O)C>[C:1]([C:4]1[CH:8]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[N:7]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[C:6](=[O:22])[C:5]=1[NH2:27])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 2723923Ammonium formateHCID 9857981HCID 9857981, compound

Product 1

HCID 12093165HCID 12093165, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A reaction mixture of 4-acetyl-5-cyclohexyl-3-hydroxy-1-(4-methylphenyl)-1,5-dihydro-2H-pyrrol-2-one (139 mg, 0.44 mmol) and ammonium formate (342 mg, 4.44 mmol) in ethanol (0.2M, 2.2 ml) is heated at reflux for 16 hours. The solvent is removed in vacuo to give a white residue. Water is added to the residue to dissolve some of the white solid leaving a sandy-coloured precipitate. This mixture is then filtered, washed with a small amount of diethyl ether and dried under high vacuum at room temperature to give a pale brown solid.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 16 hours
  3. customThe solvent is removed in vacuo
  4. customto give a white residue
  5. dissolutionto dissolve some of the white solid
  6. customleaving a sandy-coloured precipitate
  7. filtrationThis mixture is then filtered
  8. washwashed with a small amount of diethyl ether
  9. customdried under high vacuum at room temperature
  10. customto give a pale brown solid

Sources & evidence

ORD record
ord-f02d0f2d02b544f7aa59731bdebfe51e
Source dataset
uspto-grants-2004_04
Patent number
US06727275B2

Reaction notes

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