Hydrochloric Acid → Sodium Chloride

HRID 1476667Notes

Reaction equation

HRID 1476667 reaction equation
[CH2:1]([O:3][C:4]1[C:13]([O:14][CH3:15])=[CH:12][C:11]2[C:10]([C:16]3[CH:25]=[CH:24][C:19]([C:20]([O:22]C)=[O:21])=[CH:18][CH:17]=3)=[N:9][C@@H:8]3[CH2:26][CH2:27][S:28][CH2:29][C@@H:7]3[C:6]=2[CH:5]=1)[CH3:2].[OH-].[Na+:31].[ClH:32]>O1CCOCC1>[CH2:1]([O:3][C:4]1[C:13]([O:14][CH3:15])=[CH:12][C:11]2[C:10]([C:16]3[CH:17]=[CH:18][C:19]([C:20]([OH:22])=[O:21])=[CH:24][CH:25]=3)=[N:9][C@@H:8]3[CH2:26][CH2:27][S:28][CH2:29][C@@H:7]3[C:6]=2[CH:5]=1)[CH3:2].[Cl-:32].[Na+:31]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 70976078HCID 70976078, compound2×

Product 2

HCID 5234Sodium ChlorideHCID 672590924-[(4aR,10bR)-9-ethoxy-8-methoxy-3,4,4a,10b-tetrahydro-1H-thiopyrano[4,3-c]isoquinolin-6-yl]benzoic acid

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of methyl 4-[(4aR,10bR)-9-ethoxy-8-methoxy-3,4,4a,10b-tetrahydro-1H-thiopyrano[4,3-c]isoquinolin-6-yl]benzoate (5.0 g; compound C9) in dioxane (40 ml) is added a 2.0 M aqueous sodium hydroxide solution (18.3 ml) and the reaction mixture is stirred for 1.5 h at RT. Afterwards a aqueous hydrogen chloride solution (1.83 ml, 2.0 M) is added and all volatiles are removed under vacuo to give the title compound with parts of sodium chloride.

Workup

  1. customall volatiles are removed under vacuo

Sources & evidence

ORD record
ord-283a6af7bb784f96b687d16c20370c29
Source dataset
uspto-grants-2015_04
Patent number
US09018175B2

Reaction notes

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