Boron tribromide → Methyl 4-bromo-5-fluoro-2-hydroxybenzoate

HRID 452463Notes

Reaction equation

HRID 452463 reaction equation
B(Br)(Br)Br.[Br:5][C:6]1[C:15]([F:16])=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[C:8]([O:17]C)[CH:7]=1>C(Cl)Cl>[Br:5][C:6]1[C:15]([F:16])=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[C:8]([OH:17])[CH:7]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 66886916Methyl 4-bromo-5-fluoro-2-methoxybenzoate

Product 1

HCID 66887268Methyl 4-bromo-5-fluoro-2-hydroxybenzoate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Preparation according to Preparation 7, using boron tribromide (1.0 M, 25.0 ml, 25.2 mmol) in DCM (25 ml) and methyl 4-bromo-5-fluoro-2-methoxybenzoate (2.2 g, 8.4 mmol) in DCM (15 ml). Yield: 2.1 g. MS m/z (rel. intensity, 70 eV) 250 (M+, 40), 248 (M+, 41), 218 (99), 216 (bp), 188 (41), 186 (41), 81 (39).

Workup

  1. customPreparation
  2. customaccording to Preparation 7

Sources & evidence

ORD record
ord-0c523302cde245bab1c0a05f358288d4
Source dataset
uspto-grants-2013_07
Patent number
US08492372B2

Reaction notes

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