Boron tribromide → HCID 19040965, compound

HRID 2399951Notes

Reaction equation

HRID 2399951 reaction equation
C[O:2][C:3]1[CH:17]=[C:16]([O:18]C)[CH:15]=[CH:14][C:4]=1[C:5]([N:7]([CH:11]([CH3:13])[CH3:12])[CH:8]([CH3:10])[CH3:9])=[O:6].B(Br)(Br)Br>ClCCl>[OH:2][C:3]1[CH:17]=[C:16]([OH:18])[CH:15]=[CH:14][C:4]=1[C:5]([N:7]([CH:11]([CH3:12])[CH3:13])[CH:8]([CH3:9])[CH3:10])=[O:6]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 801007HCID 801007, compound

Product 1

HCID 19040965HCID 19040965, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 2,4-dimethoxy-N,N-bis(1-methylethyl)benzamide (3.0 g, 11.0 mmol) in 10 ml of dichloromethane at 0° C. is treated with 1N boron tribromide (33.0 mL, 33.0 mmol) and stirred at room temperature for 2 hours. The reaction is concentrated in vacuo, dissolved in 1N sodium hydroxide solution, and acidified with 1N hydrochloric acid to generate solid which is filtered to afford 2,4-dihydroxy-N,N-bis(1-methylethyl)benzamide as white solid.

Workup

  1. concentrationThe reaction is concentrated in vacuo
  2. dissolutiondissolved in 1N sodium hydroxide solution
  3. filtrationis filtered

Sources & evidence

ORD record
ord-89db8555559b4f57990476dfc63efba6
Source dataset
uspto-grants-1995_09
Patent number
US05451700

Reaction notes

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