Boron tribromide → HCID 85873151, compound

HRID 902636Notes

Reaction equation

HRID 902636 reaction equation
C[O:2][C:3]1[CH:4]=[CH:5][C:6]([CH3:16])=[C:7]([NH:9][S:10]([CH2:13][CH2:14][CH3:15])(=[O:12])=[O:11])[CH:8]=1.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH3:16])=[C:7]([NH:9][S:10]([CH2:13][CH2:14][CH3:15])(=[O:12])=[O:11])[CH:8]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 85873149HCID 85873149, compound

Product 1

HCID 85873151HCID 85873151, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To the solution of propane-1-sulfonic acid (5-methoxy-2-methyl-phenyl)-amide. (97 mg, 0.38 mmol) and CH2Cl2 (3 mL) at 0° C. was added dropwise boron tribromide (0.75 mL, 1M in CH2Cl2). The reaction mixture was stirred at 0° C. for 1 h then at RT for 1.5 h. The mixture was washed with H2O and sat. NaHCO3, extracted with CH2Cl2, dried over Na2SO4 and concentrated to give the product as a clear oil (47.1 mg, 54%): MS(ES) m/e 230.0 [M+H]+.

Workup

  1. waitat RT for 1.5 h
  2. washThe mixture was washed with H2O and sat. NaHCO3
  3. extractionextracted with CH2Cl2
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a2b7d34bfbb04d13ab265d99c4a673b5
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

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