Boron tribromide → HCID 178431721, compound

HRID 2255911Notes

Reaction equation

HRID 2255911 reaction equation
C[O:2][C:3]1[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[C:5](=[O:15])[C:4]=1[CH3:16].B(Br)(Br)Br>ClCCl.O>[OH:2][C:3]1[C:9](=[O:10])[NH:8][C:7]2[CH:11]=[CH:12][CH:13]=[CH:14][C:6]=2[C:5](=[O:15])[C:4]=1[CH3:16]

Participants

5

Reactant 2

HCID 25134Boron tribromideHCID 19704898HCID 19704898, compound

Product 1

HCID 178431721HCID 178431721, compoundYield 70.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 3-methoxy-4-methyl-2,5-dioxo-2,5-dihydro-1H-benz[b]azepine (0.47 g) in dichloromethane was added boron tribromide (6.5 mL). The precipitate which formed was diluted with water and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried and evaporated. The solid was recrystallized from hot toluene to give the title compound (0.31 g); mp 252.3° C.; NMR: 2.07 (s,3); MS(EI): m/z=203(M). Analysis for C11H9NO3.0.2 H2O: Calculated: C, 63.89; H, 4.58; N, 6.77; Found: C, 63.79; H, 4.49; N, 6.73.

Workup

  1. customThe precipitate which formed
  2. extractionextracted with ethyl acetate
  3. washThe combined organic extracts were washed with brine
  4. customdried
  5. customevaporated
  6. customThe solid was recrystallized from hot toluene

Sources & evidence

ORD record
ord-c27d5ded2330471286a6631675261f65
Source dataset
uspto-grants-1997_08
Patent number
US05654295

Reaction notes

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