4-(2-Hydroxytetrazol-1-yl)-1-benzyloxybenzene → 4-(2-Hydroxytetrazol-1-yl)-phenol

HRID 1809167Notes

Reaction equation

HRID 1809167 reaction equation
[OH:1][N:2]1[NH:6][N:5]=[CH:4][N:3]1[C:7]1[CH:12]=[CH:11][C:10]([O:13]CC2C=CC=CC=2)=[CH:9][CH:8]=1>CO>[OH:1][N:2]1[NH:6][N:5]=[CH:4][N:3]1[C:7]1[CH:8]=[CH:9][C:10]([OH:13])=[CH:11][CH:12]=1

Participants

3

Reactant 1

HCID 691018424-(2-Hydroxytetrazol-1-yl)-1-benzyloxybenzene

Product 1

HCID 691020664-(2-Hydroxytetrazol-1-yl)-phenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 100 mL recovery flask was added 4-(2-hydroxytetrazol-1-yl)-1-benzyloxybenzene 52 (515 mg, 1.92 mmol, 1.0 eq.) and CH3OH (20 mL). The solution was purged with N2 upon which 10% Pd/C (50 mg) was added. The flask was sealed and fitted with a balloon filled with H2. The reaction was stirred overnight at room temperature. The reaction was filtered through a pad of Celite and concentrated to give an off-white solid which was used in subsequent reactions without further purification (300 mg, 93%).

Workup

  1. customThe solution was purged with N2 upon which 10% Pd/C (50 mg)
  2. additionwas added
  3. customThe flask was sealed
  4. customfitted with a balloon
  5. additionfilled with H2
  6. filtrationThe reaction was filtered through a pad of Celite
  7. concentrationconcentrated
  8. customto give an off-white solid which
  9. customwas used in subsequent reactions without further purification (300 mg, 93%)

Sources & evidence

ORD record
ord-e7056822f66347e3887285cffbb23b45
Source dataset
uspto-grants-2013_01
Patent number
US08362017B2

Reaction notes

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