Methyl 2-(1,2,3,4-tetrahydro-1-isoquinolinyl)-acetate synthesis

2synthesis methods

Product Name:Methyl 2-(1,2,3,4-tetrahydro-1-isoquinolinyl)-acetate
CAS Number:91640-73-2
Molecular formula:C12H15NO2
Molecular Weight:205.25

67-56-1 Synthesis

67-56-1
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(1,2,3,4-TETRAHYDRO-ISOQUINOLIN-1-YL)-ACETIC ACID

105400-81-5
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Methyl 2-(1,2,3,4-tetrahydro-1-isoquinolinyl)-acetate

91640-73-2
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$297.00/1g

Yield: 88%

Reaction Conditions:

Stage #1:methanol;2-(1,2,3,4-tetrahydro-1-isoquinolinyl)acetic acid with sulfuric acid at 20;Heating / reflux;
Stage #2: with sodium hydrogencarbonate in water;ethyl acetate

Steps:

b
2-(1,2,3,4-Tetrahydroisoquinolin-1-yl)acetic acid methyl ester; 2-(1,2,3,4-Tetrahydroisoquinolin-1-yl)acetic acid (7.90 g, 41.3 mmol) was dissolved in methanol (200 ml), and H₂SO₄(4.4 ml, 82.6 mmol) was added under a nitrogen atmosphere. The reaction solution was heated under reflux and, when the reaction was complete, was stirred overnight at room temperature. The methanol was removed in vacuo and the resulting residue was taken up in ethyl acetate (200 ml). The solution was washed with saturated NaHCO₃solution (150 ml), dried (sodium sulfate) and concentrated.Yield: 7.50 g (88%)

References:

Gruenenthal GmbH US2008/312231, 2008, A1 Location in patent:Page/Page column 36

1-Isoquinolineacetic acid, 2-[(1,1-dimethylethoxy)carbonyl]-1,2,3,4-tetrahydro-, methyl ester

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91640-73-2
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$297.00/1g

References