Sulfuric Acid → HCID 178438224, compound

HRID 1096809Notes

Reaction equation

HRID 1096809 reaction equation
[CH2:1]([C:3]1([CH:8]([F:13])[C:9]([NH:11][OH:12])=[O:10])OCCO1)[CH3:2].OS(O)(=O)=O>>[CH2:1]([C:3]1[O:12][N:11]=[C:9]([OH:10])[C:8]=1[F:13])[CH3:2]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 866370552-(2-Ethyl-[1,3]dioxolan-2-yl)-2-fluoro-N-hydroxyacetamide

Product 1

HCID 178438224HCID 178438224, compoundYield 82.1%

Procedure

A sol. of 2-(2-ethyl-[1,3]dioxolan-2-yl)-2-fluoro-N-hydroxyacetamide (502 mg, 2.60 mmol) in cone. H2SO4 (1.2 mL) was stirred for 2 h at rt, then for 2 h at 50° C. The mixture was poured onto ice, and this mixture was extracted with EtOAc. The combined org. extracts were dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the title compound (280 mg, 82%). LC-MS: tR=0.66, ES+: not visible.

Workup

  1. additionThe mixture was poured onto ice
  2. extractionthis mixture was extracted with EtOAc
  3. dry with materialextracts were dried over MgSO4
  4. filtrationfiltered
  5. customthe solvents were removed under reduced pressure
  6. customDrying the residue under high vacuum

Sources & evidence

ORD record
ord-34d778ebad034d348b7d33d7373bd868
Source dataset
uspto-grants-2012_03
Patent number
US08138340B2

Reaction notes

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