HCID 86761696, compound → HCID 86761695, compound

HRID 1880242Notes

Reaction equation

HRID 1880242 reaction equation
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:4]=[C:5]([C:13]2([C:26]([F:29])([F:28])[F:27])[O:17][N:16]=[C:15]([C:18]3[CH:25]=[CH:24][C:21]([CH2:22][OH:23])=[CH:20][CH:19]=3)[CH2:14]2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[F:31][C:2]([F:1])([F:30])[C:3]1[CH:4]=[C:5]([C:13]2([C:26]([F:27])([F:28])[F:29])[O:17][N:16]=[C:15]([C:18]3[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=3)[CH2:14]2)[CH:6]=[C:7]([C:9]([F:10])([F:12])[F:11])[CH:8]=1

Participants

4

Reactant 2

HCID 86761696HCID 86761696, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 86761695HCID 86761695, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.14 g of 4-[5-[3,5-bis(trifluoromethyl)phenyl]-5-trifluoromethyl-4,5-dihydroisoxazole-3-yl]benzyl alcohol in 20 mL of dichloromethane, 2.00 g of silica gel was added, and 0.80 g of pyridinium chlorochromate (PCC) was added to the resultant mixture while stirring the mixture at room temperature, followed by stirring the resultant mixture at the same temperature for 17 hours. After the completion of the reaction, the reaction mixture was passed through silica gel column chromatography eluting with ethyl acetate to obtain 0.97 g of a crude objective substance as a white solid. This substance was used in the next process as it was without being further purified.

Workup

  1. customAfter the completion of the reaction
  2. washeluting with ethyl acetate
  3. customto obtain 0.97 g of a crude objective substance as a white solid

Sources & evidence

ORD record
ord-4912b492a0bf4a3b94d1610580bd56b0
Source dataset
uspto-grants-2012_11
Patent number
US08318757B2

Reaction notes

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