Acetic Acid → 1H-Benzotriazole-1-methanol

HRID 487843Notes

Reaction equation

HRID 487843 reaction equation
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1.C=O.[C:12](O)(=[O:14])C>O>[OH:14][CH2:12][N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[N:2]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 712FormaldehydeHCID 178418385HCID 178418385, compound

Product 1

HCID 2241691H-Benzotriazole-1-methanolYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of benzotriazole (60 g, 0.5 mole), formalin (40 ml, 40% by volume), acetic acid (50 ml) and water (100 ml) (gave a white color precipitate after few minutes) was allowed to stand for over two hours at room temperature. The product which had precipitated was filtered off, and dried and recrystallized from 1200 ml of hot (80°-85° C.) not boiling water to give 68 g of (90% yield) the desired product; mp 148° C. (lit. 148°-151° C.).

Workup

  1. customgave a white color precipitate after few minutes)
  2. customto stand for over two hours at room temperature
  3. customThe product which had precipitated
  4. filtrationwas filtered off
  5. customdried
  6. customrecrystallized from 1200 ml of hot (80°-85° C.) not

Sources & evidence

ORD record
ord-df131a5efb1e4224847168a051561173
Source dataset
uspto-grants-1994_03
Patent number
US05298390

Reaction notes

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