Methanol → HCID 59544866, compound

HRID 533349Notes

Reaction equation

HRID 533349 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]([F:24])([F:23])[F:22])=[CH:17][CH:16]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-])=O.CO>[Pd]>[F:24][C:21]([F:22])([F:23])[C:18]1[CH:17]=[CH:16][C:15]([CH2:14][CH2:13][S:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][CH:6]=2)(=[O:11])=[O:12])=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 59544864HCID 59544864, compound

Product 1

HCID 59544866HCID 59544866, compoundYield 85.6%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To 1-nitro-4-(4-(trifluoromethyl)phenethylsulfonyl)benzene (3.99 g, 0.0111 mol) in methanol (84 mL, 2.1 mol) under argon was added 10% palladium on carbon. The reaction mixture was stirred under hydrogen overnight, filtered over Celite, concentrated and purified on silica gel (hexane-EtOAc) to give 3.13 g of a white solid. LCMS: M+330.

Workup

  1. filtrationfiltered over Celite
  2. concentrationconcentrated
  3. custompurified on silica gel (hexane-EtOAc)

Sources & evidence

ORD record
ord-31dc1eb9668d4d03b766042869e1b7c1
Source dataset
uspto-grants-2014_10
Patent number
US08853250B2

Reaction notes

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