6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride Chemical Properties

Melting point:

230-232.5°C

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

solid

Appearance

White to off-white Solid

CAS DataBase Reference

57196-62-0

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-51

HazardClass 

IRRITANT

HS Code 

2933491090

6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride Usage And Synthesis

Synthesis

To a stirred suspension of 4-methoxyphenethylamine (50.4 g, 0.33 mol, 1.0 eq.) in water (40 mL) was slowly added 37% aqueous formaldehyde (27.5 mL, 1.1 eq.) with continuous stirring for 20 minutes. Subsequently, concentrated hydrochloric acid (80 mL) was added dropwise to the reaction mixture and the mixture was heated to reflux and maintained for 1 hour. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated to dryness in a rotary evaporator. The resulting residue was purified by recrystallization from acetone to afford 6-methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride as a white solid (60.1 g, 90% yield). The product did not require further purification and could be used directly in the subsequent reaction. Mass spectrometry analysis showed that the MH+ peak was located at 164.

References

[1] Patent: WO2003/99786, 2003, A2. Location in patent: Page 35

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