Reaction #674315

Reaction equation

methylphenidate hydrochloride

Ammonium hydroxide

→

oil

Yield 98.0%

d-Methylphenidate

Yield 98.0%

Solvents

water

Conditions

Workup

1. 1
   Otherformed
2. 2
   ExtractionThe product was extracted with three 100 mL portions of ethyl acetate
3. 3
   Dryingthe combined organic layers were dried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Concentrationconcentrated
6. 6
   Otherat 40° C.

Procedure

To a 200 mL beaker was charged 10.0 g (37.1 mmol) racemic-methylphenidate hydrochloride and 135 mL water. Ammonium hydroxide (3.40 g; 96.8 mmol) was then added to bring the pH to approximately 9 upon which an oily semi-solid formed. The product was extracted with three 100 mL portions of ethyl acetate, the combined organic layers were dried over sodium sulfate, filtered and concentrated under reduce pressure at 40° C. to provide 8.5 g of a clear, colorless viscous oil (98% yield). The free base was characterized by FTIR and found to be consistent with the anticipated structure

Source