Sodium Bicarbonate → Ethyl (1,2,3,4-tetrahydroisoquinolin-1-yl)acetate

HRID 1600802Notes

Reaction equation

HRID 1600802 reaction equation
Cl.[CH:2]1([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][NH:3]1.C([O-])(O)=O.[Na+]>O>[CH:2]1([CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH2:5][CH2:4][NH:3]1

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 21830900HCID 21830900, compound

Product 1

HCID 336560Ethyl (1,2,3,4-tetrahydroisoquinolin-1-yl)acetateYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 1,2,3,4-tetrahydro-2-isoquinolinylacetate-hydrochloride (3.63 g) was dissolved in water (100 mL), treated with NaHCO3 and then extracted with ether (3×75 mL). The combined organic layers were dried over MgSO4, filtered and stripped to afford 3.02 g of ethyl 1,2,3,4-tetrahydro-2-isoquinolinylacetate as a pale yellow liquid.

Workup

  1. extractionextracted with ether (3×75 mL)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered

Sources & evidence

ORD record
ord-ffd98f54a4604c7c95870a63eb655b0e
Source dataset
uspto-grants-1999_11
Patent number
US05977118

Reaction notes

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