Hydrochloric Acid → HCID 45599134, compound

HRID 571232Notes

Reaction equation

HRID 571232 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH2:9][N:8]([CH2:15][C:16]([O:18]C)=[O:17])[CH2:7][CH2:6]2.[ClH:20]>O1CCOCC1>[ClH:20].[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[CH2:9][N:8]([CH2:15][C:16]([OH:18])=[O:17])[CH2:7][CH2:6]2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 28761843HCID 28761843, compound

Product 1

HCID 45599134HCID 45599134, compoundYield 81.2%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Methyl 2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)acetate (2.5 g, 9.42 mmol) was dissolved in dioxane (20 ml), and aqueous 12M HCl (6 ml, 72.0 mmol) was added. The mixture was stirred under reflux for 8 hours, then the volatiles were removed under vacuum and the resulting solid was suspended in CH3CN and recovered by filtration affording the title compound (2.2 g, 7.65 mmol, 81% yield). MS/ESI+ 252.1 [MH]+.

Workup

  1. temperatureunder reflux for 8 hours
  2. customthe volatiles were removed under vacuum
  3. filtrationrecovered by filtration

Sources & evidence

ORD record
ord-5bb8c0b0899846c38e1f3e6e9d560085
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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