Methanol → 4-(2-Isopropyl-2H-tetrazol-5-yl)phenol

HRID 423256Notes

Reaction equation

HRID 423256 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[N:16]=[N:17][N:18]([CH:20]([CH3:22])[CH3:21])[N:19]=2)=[CH:11][CH:10]=1)C1C=CC=CC=1.CO>C1COCC1.[C].[Pd]>[CH:20]([N:18]1[N:17]=[N:16][C:15]([C:12]2[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][CH:13]=2)=[N:19]1)([CH3:22])[CH3:21]

Participants

5

Reactant 2

HCID 887MethanolHCID 586297825-(4-Benzyloxyphenyl)-2-isopropyl-2H-tetrazole

Product 1

HCID 1359744504-(2-Isopropyl-2H-tetrazol-5-yl)phenolYield 97.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-(4-benzyloxyphenyl)-2-isopropyl-2H-tetrazole (521 mg) in THF (5 mL)-methanol (5 mL) was added 7.5% palladium-carbon (60 mg). The mixture was stirred at room temperature for 3.5 hours under hydrogen atmosphere. The catalyst was filtered off through a Celite pad. The filtrate was concentrated to give the title compound (352 mg).

Workup

  1. filtrationThe catalyst was filtered off through a Celite pad
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-6ddd3fc3e4804fafb26da83c40ae47b8
Source dataset
uspto-grants-2012_01
Patent number
US08101774B2

Reaction notes

Loading…