Hydrochloric Acid → 85700-55-6
Reaction equation
[CH3:1][N:2]1[C@@H:7]2[C@@H:8]3[O:10][C@@H:9]3[C@H:3]1[CH2:4][C@@H:5]([O:11]C([C@@H](C1C=CC=CC=1)CO)=O)[CH2:6]2.O.O.O.Br.[BH4-].[Na+].O.[ClH:30]>C(O)C.C(OCC)C>[CH3:1][N:2]1[C@@H:7]2[C@@H:8]3[O:10][C@@H:9]3[C@H:3]1[CH2:4][CH:5]([OH:11])[CH2:6]2.[ClH:30]Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 0 °C
Procedure
10.0 g (22.84 mmol) of scopolamine hydrobromide trihydrate was suspended in 100 mL of absolute ethanol, and cooled to about 0° C. Sodium borohydride (4.0 g, 105.7 mmol) was then added portion-wise while maintaining the temperature at a maximum of 30° C. 4.8 mL of water was then added to the reaction mixture. After 3.5 hours, the reaction was completed and 50 mL of diethyl ether was then added. The reaction was then cooled to 0° C., and acidified with 2M hydrochloric acid in diethyl ether to a pH of about 2. The suspension was stirred at room temperature for 30 minutes and then filtered on GochP3. The white solid was dried at 45° C. under vacuum for 4 hours, yielding 9 g of product containing 79% of salts determined by sulphuric ashes.
Workup
- temperaturewhile maintaining the temperature at a maximum of 30° C
- temperatureThe reaction was then cooled to 0° C.
- filtrationfiltered on GochP3
- customThe white solid was dried at 45° C. under vacuum for 4 hours
Sources & evidence
- ORD record
- ord-b70cc72d4b264f3388a13c88fb364a92
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08378103B2
Reaction notes
Loading…