Tetrafluoroboric acid → HCID 86617209, compound

HRID 626210Notes

Reaction equation

HRID 626210 reaction equation
[N:1]([O-])=O.[Na+].[NH2:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][C:7]=1[CH3:16].[H+].[B-:18]([F:22])([F:21])([F:20])[F:19]>O>[F:19][B-:18]([F:22])([F:21])[F:20].[CH3:13][O:12][C:10]([C:9]1[CH:14]=[CH:15][C:6]([N+:5]#[N:1])=[C:7]([CH3:16])[CH:8]=1)=[O:11]

Participants

5

Reactant 3

HCID 28118Tetrafluoroboric acidHCID 2736799Methyl 4-amino-3-methylbenzoateHCID 23668193Sodium Nitrite

Product 1

HCID 86617209HCID 86617209, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To an aqueous solution of NaNO2 (12.54 g, 2.0 eq) in 75 mL H2O at 0° C. was added dropwise cooled solution of methyl 4-amino-3-methylbenzoate (15 g, 1.0 eq) in HBF4(aq)(40% in water). After addition, the mixture was stirred for 15 min at ambient temperature. The precipitate was filtered, washed with ice-cold water, and dried, to give the desired product as a white solid (16 g, 90%).

Workup

  1. additionAfter addition
  2. filtrationThe precipitate was filtered
  3. washwashed with ice-cold water
  4. customdried

Sources & evidence

ORD record
ord-762b513839c44d28b7ebc13d186b8c39
Source dataset
uspto-grants-2016_04
Patent number
US09309211B2

Reaction notes

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