Potassium Carbonate → HCID 25182555, compound

HRID 2037434Notes

Reaction equation

HRID 2037434 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N:15]2[CH2:20][CH2:19][C:18]([CH2:27][CH2:28][OH:29])([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[O:17][C:16]2=[O:30])[CH:10]=1.CC(C)=[O:33].OS(O)(=O)=O.O=[Cr](=O)=O.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N:15]2[CH2:20][CH2:19][C:18]([CH2:27][C:28]([OH:33])=[O:29])([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[O:17][C:16]2=[O:30])[CH:10]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 25182275HCID 25182275, compoundHCID 131709961Jones' reagent

Product 1

HCID 25182555HCID 25182555, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A 100-mL of flask was charged with 3-(2′,4′-difluorobiphenyl-3-yl)-6-(2-hydroxyethyl)-6-phenyl-1,3-oxazinan-2-one (1 g, 2.4 mmol) dissolved in acetone (10 mL). Jones reagent (CrO3: 1 g; H2SO4: 1 mL, H2O: 4 mL) was added at 0° C. under N2 protection. The mixture was stirred overnight at rt. Aqueous K2CO3 (5 mL) was added and the mixture was extracted with EtOAc (3×15 mL). The organic layers were combined, washed with brine, dried over Na2SO4, filtered and concentrated. The residue (1.03 g) was used directly for the next step.

Workup

  1. extractionthe mixture was extracted with EtOAc (3×15 mL)
  2. washwashed with brine
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b95f647025d04979b914a890d6f7dfdf
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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