Boron tribromide → HCID 178431721, compound

HRID 726963Notes

Reaction equation

HRID 726963 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 tri-bromide (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-f52b935566e84aadbdf831206f83ad9c
Source dataset
uspto-grants-1998_01
Patent number
US05712272

Reaction notes

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