Ethanol → HCID 22663744, compound

HRID 392420

Reaction equation

HRID 392420 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7]([CH3:13])([CH3:12])[CH2:6][C:5]2=O.[H][H].C([OH:19])C>[Cr]([O-])([O-])=O.[Cu+2]>[CH3:12][C:7]([OH:19])([CH2:6][CH2:5][C:4]1[CH:3]=[C:2]([F:1])[CH:11]=[CH:10][C:9]=1[OH:8])[CH3:13]

Participants

5

Reactant 3

HCID 702EthanolHCID 110632936-fluoro-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 22663744HCID 22663744, compound

Reagents, catalysts & solvents 1

HCID 178505374HCID 178505374, compoundCatalyst

Procedure

A solution of 6-fluoro-2,2-dimethyl-chroman-4-one (EP 193493; 1 equiv.) in ethanol (0.24 M) was treated with copper chromite (0.6 equiv.). The reaction was heated to 200° C. for 6 hours at 3000 psi of hydrogen gas. The reaction was filtered and concentrated to a solid. The crude material was recrystallized form hot hexanes to give the title compound. MS found 198 [M+H]+

Workup

  1. filtrationThe reaction was filtered
  2. concentrationconcentrated to a solid
  3. customThe crude material was recrystallized form hot hexanes

Sources & evidence

ORD record
ord-53bacbbe0cda493bb6cdbae6e52d0284
Source dataset
uspto-grants-2004_10
Patent number
US06800651B2

Linked notes

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