ETHYL 1-HYDROXYCYCLOPENTANE-CARBOXYLATE synthesis
- Product Name:ETHYL 1-HYDROXYCYCLOPENTANE-CARBOXYLATE
- CAS Number:41248-23-1
- Molecular formula:C8H14O3
- Molecular Weight:158.2
16841-19-3
64-17-5
41248-23-1
Concentrated sulfuric acid (catalytic amount) was added slowly to a solution of 1-hydroxycyclopentanecarboxylic acid (0.98 g, 7.5 mmol) in ethanol (3.8 mL). The reaction mixture was stirred at room temperature for 3 days. Upon completion of the reaction, the solvent was removed by concentration under reduced pressure by rotary evaporator. The residue was dissolved in ethyl acetate (75 mL) and washed with saturated saline (25 mL). After separation of the organic layer, the aqueous layer was extracted once more with ethyl acetate (75 mL). All organic layers were combined and dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to give 1-ethoxycarbonyl-1-cyclopentanol (1.13 g, 95% yield) as a light brown oil. The mass spectrum (MS) showed m/z: 159 ([M + H]+).
16841-19-3
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64-17-5
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41248-23-1
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Yield:41248-23-1 95%
Reaction Conditions:
with sulfuric acid at 20; for 72 h;
Steps:
Ethyl 1-hydroxycyclopentanecarboxylate
To a solution of 1-hydroxycyclopentanecarboxylic acid (0.98 g, 7.5 mmol) in ethanol (3.8 ml) was added a cat amount of sulfuric acid. The reaction mixture was stuffed for 3 d at room temperature. The solvent was concentrated in vacuo. The residue was partitioned between ethyl acetate (75-ml) and brine (25-ml). The layers were separated. The aqueous layer wasextracted with one 75-ml portion of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo to give the title compound (1.13 g, 95%) as light brown oil. MS mle: 159 ([M+H]j
References:
WO2015/124541,2015,A1 Location in patent:Page/Page column 81
5117-85-1
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41248-23-1
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41248-23-1
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41248-23-1
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