Hydrochloric Acid → HCID 13935803, compound

HRID 1284448Notes

Reaction equation

HRID 1284448 reaction equation
C[O:2][C:3]([C@@H:5]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:15])[N:6]1[CH3:16])=[O:4].[OH-].[Na+].Cl>CO>[CH3:16][N:6]1[C@H:5]([C:3]([OH:4])=[O:2])[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7]1=[O:15]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15600130HCID 15600130, compound

Product 1

HCID 13935803HCID 13935803, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

(3S)-3-Methoxycabonyl-2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinoline (1.1 g) is dissolved in methanol (10 ml), and an aqueous 1N-sodium hydroxide solution (6 ml) is added thereto. The solution is stirred at 0° C. for one hour. The mixture is acidified with 10% HCl, and extracted with ethyl acetate. The extract is distilled to remove ethyl acetate, whereby (3S)-2-methyl-1-oxo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (350 mg) is obtained as crystals.

Workup

  1. extractionextracted with ethyl acetate
  2. distillationThe extract is distilled
  3. customto remove ethyl acetate

Sources & evidence

ORD record
ord-d2f94173bd9341eda014629862b94e6c
Source dataset
uspto-grants-1986_01
Patent number
US04563306

Reaction notes

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