Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate synthesis

12synthesis methods

Product Name:Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate
CAS Number:22955-77-7
Molecular formula:C11H10O3
Molecular Weight:190.2

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616-38-6 Synthesis

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Methyl 1-oxo-2,3-dihydro-1H-indene-2-carboxylate

22955-77-7
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Yield: 99%

Reaction Conditions:

with sodium hydride in tetrahydrofuran at 20; for 2 h;Inert atmosphere;

Steps:

4.1 Step 1 Preparation of Intermediate 4-1
Dimethyl carbonate (17 g, 189 mmol) and THF (80 mL) were added to a 250 mL three-necked flask, and NaH (60% w/w, 3.18 g, 79.4 mmol) was added under stirring at room temperature and protected by nitrogen replacement. A solution of 1-indanone (5 g, 37.8 mmol) in THF (40 mL) was added dropwise to the reaction solution with a dropping funnel. After the addition, the temperature was raised to reflux for 2 hours, and TLC showed that the reaction was complete. Pour the reaction solution into a mixture of 1M HCl and ice, extract three times with EA (100 mL), combine the EA layers, dry, and spin dry to obtain black oil 4-1 (7.11 g, yield: 99%), which is used directly for the next One step response.

References:

CN112341429, 2021, A Location in patent:Paragraph 0124-0128