HCID 13078127, compound → HCID 20478831, compound

HRID 1105756Notes

Reaction equation

HRID 1105756 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([O:13][CH2:14][C:15]([F:18])([F:17])[F:16])(=[O:12])=[O:11])([O-])=O.[H][H]>C(OCC)(=O)C.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10]([O:13][CH2:14][C:15]([F:18])([F:16])[F:17])(=[O:12])=[O:11]

Participants

5

Reactant 2

HCID 13078127HCID 13078127, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 20478831HCID 20478831, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

In a pressure vessel, 107 g of 2,2,2-trifluoroethyl 2-nitrobenzenesulfonate and 8 g of 5% palladium-on-carbon in 300 ml of ethyl acetate was heated to 110° and shaken under 500 psi hydrogen pressure until hydrogen was no longer absorbed. The reaction mixture was cooled and the catalyst filtered off. The filtrate was stripped in vacuo to give 87.5 g of 2,2,2-trifluoroethyl 2-aminobenzenesulfonate as a dark oil.

Workup

  1. customwas no longer absorbed
  2. temperatureThe reaction mixture was cooled
  3. filtrationthe catalyst filtered off

Sources & evidence

ORD record
ord-c2abe44e51bb4776aecfc830de547c76
Source dataset
uspto-grants-1982_01
Patent number
US04310346

Reaction notes

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