Nitric Acid → HCID 13897642, compound

HRID 1437130Notes

Reaction equation

HRID 1437130 reaction equation
Cl.[CH3:2][C:3]([NH2:12])([CH3:11])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[N+:13]([O-])([OH:15])=[O:14]>S(=O)(=O)(O)O>[CH3:11][C:3]([NH2:12])([CH3:2])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([N+:13]([O-:15])=[O:14])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 70969Phentermine Hydrochloride

Product 1

HCID 13897642HCID 13897642, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
-10 °C

Procedure

α,α-Dimethylphenethylamine hydrochloride (20 g, 108 mmol) was dissolved in concentrated sulfuric acid (40 mL). The solution was cooled to −10° C. Nitric acid (31 mL, 90%) was added dropwise over a 30 min period while maintaining a reaction temperature below −5° C. The solution was stirred an addition 45 min then poured over ice and allowed to warm to room temperature over night. The product was collected via filtration (13.7 g). Aqueous sodium hydroxide(l N) was added to the filtrate and the title compound was isolated as a clear oil.

Workup

  1. temperaturewhile maintaining a reaction temperature below −5° C
  2. additionan addition 45 min
  3. additionthen poured over ice
  4. temperatureto warm to room temperature over night
  5. filtrationThe product was collected via filtration (13.7 g)
  6. additionAqueous sodium hydroxide(l N) was added to the filtrate

Sources & evidence

ORD record
ord-b263c502547b45d1b56040fb29f5886d
Source dataset
uspto-grants-2009_11
Patent number
US07622467B2

Reaction notes

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