Tetrafluoroboric acid → Benzoxazole

HRID 403142Notes

Reaction equation

HRID 403142 reaction equation
[H+].[B-](F)(F)(F)F.[C:7]1([NH:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[OH:20])C=CC=CC=1>CO>[O:20]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[N:13]=[CH:7]1

Participants

4

Reactant 2

HCID 28118Tetrafluoroboric acidHCID 1861332-Anilinophenol

Product 1

HCID 9228BenzoxazoleYield 172.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Hydrogen tetrafluoroborate (6.79 mL, 48% w/w) was added drop wise to a solution of 2-(phenylamino)phenol (9 g, 48.6 mmol) in 30 mL methanol. After 30 minutes of stirring, the solvent was removed under vacuum and (EtO)3CH (30 mL) was added. The resulting solution was stirred at room temperature under N2 overnight to give a white suspension. The solid was filtered and washed with diethyl ether to give 10 g of product (72%).

Workup

  1. customthe solvent was removed under vacuum and (EtO)3CH (30 mL)
  2. additionwas added
  3. stirringThe resulting solution was stirred at room temperature under N2 overnight
  4. customto give a white suspension
  5. filtrationThe solid was filtered
  6. washwashed with diethyl ether

Sources & evidence

ORD record
ord-c4888e4b52a1457c9931dabf72b4bae7
Source dataset
uspto-grants-2014_06
Patent number
US08748011B2

Reaction notes

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