Hydrochloric Acid → Isoquinoline, 6-hydroxy-1,2,3,4-tetrahydro-, hydrochloride
Reaction equation
[ClH:1].[OH:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)[CH2:6][CH2:7][NH2:8].Cl.[CH3:13]O>C=O>[ClH:1].[CH2:13]1[C:9]2[C:5](=[CH:4][C:3]([OH:2])=[CH:11][CH:10]=2)[CH2:6][CH2:7][NH:8]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 45 °C
Procedure
To a solution of 3-hydroxyphenethylamine hydrochloride (3.0 g) in methanol (6 mL), formaldehyde (37% aqueous solution, 2.7 mL) and a catalytic amount of concentrated hydrochloric acid were added, followed by stirring at 45° C. for 18 hours. The reaction mixture was concentrated and the obtained solid was washed with a mixed solvent of diisopropyl ether-methanol (1:2) to thereby give the title compound (2.8 g) having the following physical properties.
Workup
- concentrationThe reaction mixture was concentrated
- washthe obtained solid was washed with a mixed solvent of diisopropyl ether-methanol (1:2)
Sources & evidence
- ORD record
- ord-9b5b109140764c568f9595b298d5a348
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08653305B2
Reaction notes
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