Ethyl Acetate → HCID 90426016, compound

HRID 2279007Notes

Reaction equation

HRID 2279007 reaction equation
Cl[CH2:2][CH2:3][NH:4][C:5]([NH:7][C@@H:8]([CH3:12])[CH2:9][O:10][CH3:11])=[O:6].[H-].[Na+].CCOC(C)=O>C1COCC1>[CH3:11][O:10][CH2:9][C@H:8]([N:7]1[CH2:2][CH2:3][NH:4][C:5]1=[O:6])[CH3:12]

Participants

5

Reactant 3

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 90427244HCID 90427244, compound

Product 1

HCID 90426016HCID 90426016, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A −20° C. solution of (S)-1-(2-chloroethyl)-3-(1-methoxypropan-2-yl)urea (393 mg, 2.019 mmol) in THF (10 mL) was treated portion-wise with NaH (60% in mineral oil, 178 mg, 4.44 mmol), warmed to RT and stirred overnight. The mixture was treated with EtOAc, washed with water, then brine, dried over Na2SO4 and concentrated to dryness to afford crude (R)-1-(1-methoxypropan-2-yl)imidazolidin-2-one (100% yield assumed) which was used without further purification. MS (ESI) m/z: 159.1 (M+H+).

Workup

  1. washwashed with water
  2. dry with materialbrine, dried over Na2SO4
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-093c4df1356c406693abfacaf3fa21fc
Source dataset
uspto-grants-2015_09
Patent number
US09133183B2

Reaction notes

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