1-(4-Benzyloxy-phenyl)-5-trifluoromethyl-1H-tetrazole → 4-(5-Trifluoromethyl-tetrazol-1-YL)-phenol

HRID 1941508Notes

Reaction equation

HRID 1941508 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]2[C:19]([C:20]([F:23])([F:22])[F:21])=[N:18][N:17]=[N:16]2)=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.O1CCCC1.[C].[Pd]>[F:23][C:20]([F:21])([F:22])[C:19]1[N:15]([C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)[N:16]=[N:17][N:18]=1

Participants

5

Reactant 1

HCID 211972511-(4-Benzyloxy-phenyl)-5-trifluoromethyl-1H-tetrazole

Product 1

HCID 211972494-(5-Trifluoromethyl-tetrazol-1-YL)-phenolYield 99.8%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-(4-benzyloxy-phenyl)-5-trifluoromethyl-1H-tetrazole (45.3 mmol) in ethanol (100 ml) and tetrahydrofuran (100 ml) was hydrogenated at room temperature and atmospheric pressure over 10% palladium-carbon catalyst (6 g). After 2 h, the mixture was filtered and the filtrate was evaporated to give the title compound (10.4 g) as a cream solid. T.l.c. (Dichlormethane/ethanol/ammonia(200:8:1)) Rf 0.3.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationthe mixture was filtered
  3. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-714b9faca482458c89218b975ed610ac
Source dataset
uspto-grants-1997_12
Patent number
US05703240

Reaction notes

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