HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348061Generated: October 25, 2026
Acetic Acid → 4-Cyano-tetrahydro thiophene-3-carboxylic acid methyl ester
https://huagongshe.com/reaction/348061
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Phosphoric Acid | HCID 1004 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 3-Thiophenecarboxylic acid, tetrahydro-4-oxo-, methyl ester | HCID 98424 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 4-Cyano-tetrahydro thiophene-3-carboxylic acid methyl ester | HCID 68838098 | 75% |
Reaction Steps
To a solution of 4-oxotetrahydro thiophene-3-carboxylic acid methyl ester (4 g, 25 mmol) in methanol (7 ml), cooled at 0° C., a solution of potassium cyanide (1.68 g, 30 mmol) in water (10 ml) was added. The mixture was acidified with acetic acid (1.5 ml, 25 mmol) and stirred at 0° C. for 8 hours. Then the mixture was acidified with H3PO4 and diluted with brine (50 ml) and extracted with CH2Cl2 (4×30 ml). The organic layers were dried over sodium sulfate and concentrated to give 4-cyano-tetrahydro thiophene-3-carboxylic acid methyl ester in 75% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07176241B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-d3cf14a7469c4dbfa5115cc78f7159d4 |
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| Source note | uspto-grants-2007_02 |
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