3-Bromo-5-fluorobenzonitrile → 3-Bromo-5-methoxybenzonitrile

HRID 1686430Notes

Reaction equation

HRID 1686430 reaction equation
[CH3:1][O-:2].[Na+].F[C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([Br:13])[CH:12]=1)[C:8]#[N:9]>CN1C(=O)N(C)CCC1.O>[Br:13][C:11]1[CH:10]=[C:7]([CH:6]=[C:5]([O:2][CH3:1])[CH:12]=1)[C:8]#[N:9]

Participants

5

Reactant 2

HCID 27833303-Bromo-5-fluorobenzonitrileHCID 10942334Sodium Methoxide

Product 1

HCID 250673623-Bromo-5-methoxybenzonitrileYield 96.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 816462(1H)-Pyrimidinone, tetrahydro-1,3-dimethyl-Solvent

Procedure

Sodium methoxide (2.02 g) was added to a stirred solution of 3-fluoro-5-bromobenzonitrile (5.0 g) in DMPU (20 ml) and stirred at RT for 2 h. The reaction was diluted with water and the resulting solid formed was filtered and washed with water, then dried in vacuo to give the subtitle compound (5.10 g).

Workup

  1. customthe resulting solid formed
  2. filtrationwas filtered
  3. washwashed with water
  4. customdried in vacuo

Sources & evidence

ORD record
ord-e8f646b8850343f7a8c326f87b4a52e7
Source dataset
uspto-grants-2012_04
Patent number
US08148572B2

Reaction notes

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