HCID 86747950, compound → HCID 86747949, compound

HRID 963665Notes

Reaction equation

HRID 963665 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[CH:11][C:12]3[N:16]=[N:15][N:14]([C@@H:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH2:18][OH:19])[C:13]=3[CH:26]=2)[CH:5]=[C:4]([F:27])[C:3]=1[C:28]([F:31])([F:30])[F:29]>C(Cl)(Cl)Cl.O=[Mn]=O>[Cl:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:10]=[CH:11][C:12]3[N:16]=[N:15][N:14]([C@@H:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH:18]=[O:19])[C:13]=3[CH:26]=2)[CH:5]=[C:4]([F:27])[C:3]=1[C:28]([F:31])([F:30])[F:29]

Participants

4

Reactant 1

HCID 86747950HCID 86747950, compound

Product 1

HCID 86747949HCID 86747949, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of (S)-6-[(2-chloro-α,α,α,6-tetrafluoro-p-tolyl) oxy]-β-phenyl-1H-benzotriazole-1-ethanol (1.0 g, 0.0022 mole) in chloroform is treated with MnO2, (1.0 g, 0.0115 mole) stirred at 40° C. for 18 hours and filtered through a bed of diatomaceous earth. The filtrate is concentrated in vacuo to give a residue which is chromatographed using silica gel and 10% tetrahydrofuran in carbon tetrachloride to yield the title product as a white solid, 0.42 g, mp 84°-85° C., characterized by elemental and NMR analyses.

Workup

  1. filtrationfiltered through a bed of diatomaceous earth
  2. concentrationThe filtrate is concentrated in vacuo
  3. customto give a residue which
  4. customis chromatographed

Sources & evidence

ORD record
ord-8addc65d50254466a26ea0b4a1c40fc4
Source dataset
uspto-grants-1998_06
Patent number
US05763615

Reaction notes

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