Hydrogen Peroxide → HCID 49819012, compound

80.0 g (0.298 mol) of (1-Cyclohexyl-2-thioxo-2,3-dihydro-1H-imidazol-4-yl)-acetic acid ethyl ester, dissolved in 200 ml acetic acid, were slowly added to H2O2 in 400 ml acetic acid at 0° C. within 90 min at 10° C. After addition the cooling was removed and the mixture was allowed stirring for 1 h. The solution was carefully poured into 80 g Na2SO3 in 300 ml water and ice. The slurry was concentrated and the acidic residue was treated with saturated aqueous K2CO3 and saturated aqueous NaHCO3 (pH 8). The mixture was extracted with AcOEt (1×400 ml, 2×150 ml). The combined organic layers were washed with brine, dried with MgSO4, concentrated and dried under reduced pressure and gave 70.0 g (0.296 mmol, 99%) of (1-Cyclohexyl-1H-imidazol-4-yl)-acetic acid ethyl ester as a brown oil which could be used without further purification in step A of Example 1.

1. additionAfter addition the cooling
2. customwas removed
3. additionThe solution was carefully poured into 80 g Na2SO3 in 300 ml water and ice
4. concentrationThe slurry was concentrated
5. additionthe acidic residue was treated with saturated aqueous K2CO3 and saturated aqueous NaHCO3 (pH 8)
6. extractionThe mixture was extracted with AcOEt (1×400 ml, 2×150 ml)
7. washThe combined organic layers were washed with brine
8. dry with materialdried with MgSO4
9. concentrationconcentrated
10. customdried under reduced pressure

ORD record

ord-70258b9df8764fbb848149cf2c0e93f2

Source dataset

uspto-grants-2014_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08865906B2