Nitric Acid → HCID 13897642, compound

HRID 1670799Notes

Reaction equation

HRID 1670799 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 tempurature 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(1 N) was added to the filtrate and the title compound was isolated as a clear oil.

Workup

  1. temperaturewhile maintaining a reaction tempurature 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(1 N) was added to the filtrate

Sources & evidence

ORD record
ord-4b57bcfffc4942f4aed95ee23966ed55
Source dataset
uspto-grants-2011_08
Patent number
US07994165B2

Reaction notes

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