ChemicalBook CAS DataBase List NALBUPHINE HYDROCHLORIDE

NALBUPHINE HYDROCHLORIDE synthesis

4synthesis methods

Product Name:NALBUPHINE HYDROCHLORIDE
CAS Number:23277-43-2
Molecular formula:C21H28ClNO4
Molecular Weight:393.91

20594-83-6 Synthesis

20594-83-6
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23277-43-2
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Yield: 89%

Reaction Conditions:

with hydrogenchloride in ethanol;water; pH=4 - 4.5 at 50;

Steps:

1
Nalbuphine alkaloid (33.1g) was charged to a flask containing ethanol (79ml ) and water (20 ml) and the mixture heated to 50⁰C. Concentrated Hydrochloric acid (9.1 mis) was added to adjust to within the pH range 4 - 4.5. The resulting solution was cooled to <10°C using an ice bath and held for ~ 2 hours and filtered. The Nalbuphine hydrochloride solid was washed with ethanol:water (10.6ml:2.6ml) and dried at 55°C in a fan oven to afford 35.27 g (89 % theory) of Nalbuphine hydrochloride.

References:

JOHNSON MATTHEY PUBLIC LIMITED COMPANY;WILSON, George Scott;YOUNG, Maureen Joan WO2011/21029, 2011, A1 Location in patent:Page/Page column 4