HCID 178522679, compound → HCID 178522678, compound

HRID 614812Notes

Reaction equation

HRID 614812 reaction equation
C([O:8][C:9]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][C:10]=1[C:11]([NH:13][C:14]1[NH:18][N:17]=[N:16][N:15]=1)=[O:12])C1C=CC=CC=1>C(O)C.[Pd]>[F:25][C:23]([F:24])([F:26])[C:20]1[CH:21]=[CH:22][C:9]([OH:8])=[C:10]([CH:19]=1)[C:11]([NH:13][C:14]1[NH:18][N:17]=[N:16][N:15]=1)=[O:12]

Participants

4

Reactant 1

HCID 178522679HCID 178522679, compound

Product 1

HCID 178522678HCID 178522678, compoundYield 41.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

2-Benzyloxy-5-trifluoromethyl-N-(tetrazol-5-yl)benzamide (2.7 g) was dissolved in ethanol (500 ml), and the solution was hydrogenated at 25° C. and 5 kg/cm2 pressure, using a 5% palladium on charcoal catalyst. The reaction mixture was then filtered, and evaporated under vacuum. The resulting solid was recrystallized from isopropanol, with the aid of charcoal, to give 5-trifluoromethyl-2-hydroxy-N-(tetrazol-5-yl)benzamide (0.85 g), m.p. 245°-246° C. (with decomposition).

Workup

  1. customwas hydrogenated at 25° C.
  2. filtrationThe reaction mixture was then filtered
  3. customevaporated under vacuum
  4. customThe resulting solid was recrystallized from isopropanol, with the aid of charcoal

Sources & evidence

ORD record
ord-71033253f2134f5988148de037f8e23c
Source dataset
uspto-grants-1979_03
Patent number
US04146631

Reaction notes

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