HCID 90427081, compound → HCID 12395975, compound

HRID 2278957Notes

Reaction equation

HRID 2278957 reaction equation
[CH:1]1([NH:7][C:8]([NH:10][CH2:11][C:12]([CH3:14])=[CH2:13])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)(C(F)(F)F)=O>[CH:1]1([N:7]2[C:12]([CH3:14])([CH3:13])[CH2:11][NH:10][C:8]2=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 90427081HCID 90427081, compound

Product 1

HCID 12395975HCID 12395975, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 1-cyclohexyl-3-(2-methylallyl)urea (0.34 g, 1.732 mmol) in TFA (3 mL) was stirred at RT overnight, then concentrated to dryness. The residue treated was treated with satd. NaHCO3, extracted with EtOAc (2×) and the combined organics were washed with brine, dried over Na2SO4 and concentrated to dryness to afford crude 1-cyclohexyl-5,5-dimethylimidazolidin-2-one (100% yield assumed) which was used without further purification. MS (ESI) m/z: 197.2 (M+H+).

Workup

  1. concentrationconcentrated to dryness
  2. additionThe residue treated
  3. additionwas treated with satd
  4. extractionNaHCO3, extracted with EtOAc (2×)
  5. washthe combined organics were washed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-c2cc5cdd57c34ea68a69292fa1000288
Source dataset
uspto-grants-2015_09
Patent number
US09133183B2

Reaction notes

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