Tetrafluoroboric acid → HCID 15869798, compound

HRID 1602604Notes

Reaction equation

HRID 1602604 reaction equation
N[C:2]1[CH:10]=[C:9]2[C:5]([CH2:6][CH2:7][N:8]2[C:11](=[O:15])[CH2:12][CH2:13][Cl:14])=[CH:4][CH:3]=1.N([O-])=O.[Na+].[H+].[B-](F)(F)(F)[F:22]>O>[Cl:14][CH2:13][CH2:12][C:11]([N:8]1[C:9]2[C:5](=[CH:4][CH:3]=[C:2]([F:22])[CH:10]=2)[CH2:6][CH2:7]1)=[O:15]

Participants

5

Reactant 3

HCID 28118Tetrafluoroboric acidHCID 19612111HCID 19612111, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 15869798HCID 15869798, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
10 °C

Procedure

1.12 g (5.0 mmol) of 6-amino-1-(3-chloropropionyl)indoline (prepared as described in Preparation 6) were suspended in 10 ml of fluoboric acid (as a 42% w/v aqueous solution), and a solution of 380 mg (5.5 mmol) of sodium nitrite in 5 ml of water was added to the suspension while ice-cooling so that the internal temperature was maintained at 10° C. or lower. The mixture was then stirred while ice-cooling for 1 hour. The precipitated salt was collected by filtration and dried in a desiccator under reduced pressure by means of a vacuum pump to obtain 1.20 g (3.7 mmol) of the title compound as a solid (yield: 74%).

Workup

  1. additionwas added to the suspension while ice-
  2. temperaturecooling so that the internal temperature
  3. temperaturecooling for 1 hour
  4. filtrationThe precipitated salt was collected by filtration
  5. customdried in a desiccator under reduced pressure by means of a vacuum pump

Sources & evidence

ORD record
ord-924d7cb4a4914f7ea3aa1b70d64acba9
Source dataset
uspto-grants-1999_11
Patent number
US05981752

Reaction notes

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