Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 156896 | HCID 156896 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53674013 | HCID 53674013 | 51.3% |
Reaction Steps
At 10° C., 0.9 g of sodium hydride was added to a solution of 6.2 g of 3-(3-methylthiophen-2-yl)-propenoic acid in 100 ml of absolute DMF. When no more hydrogen evolved, 4.9 g of propargyl bromide was dripped in at room temperature and the mixture was then heated at 50° C. for 3 hours. The reaction mixture was poured onto icewater, the aqueous phase was extracted three times with ethyl acetate, and the combined organic extracts were dried over Na2SO4. After removal of the solvent under reduced pressure, the residue was recrystallized from ethanol. There was obtained 3.9 g of propargyl 3-(3-methylthiophen-2-yl)-propenoate of melting point 84' to 86° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04920110 |
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| Source dataset | uspto-grants-1990_04 |
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| ORD ID | ord-20dea7e2b9504e5a9a7c589bd5b1d35c |
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| Source note | uspto-grants-1990_04 |
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