Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Sodium Lauryl Sulfate | HCID 3423265 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 14578963 | HCID 14578963 | — |
Reaction Steps
A mixture of 20 g of 7-(α-tetrahydropyranyloxy)-5-heptynoic acid, 12 g of ethanol, 50 cc of benzene and 2 drops of concentrated sulfuric acid was refluxed under nitrogen for 3 hours and after letting the mixture return to room temperature, 20 cc of 12.5% sulfuric acid, 30 cc of ethanol and traces of sodium lauryl sulfate were added thereto. The mixture was stirred overnight at 20° C and was then neutralized with sodium carbonate. The mixture was extracted with ether and the ether extracts were dried and the solvent was evaporated off under reduced pressure. The residue was rectified to obtain 8.5 g of ethyl 7-hydroxy-5-heptynoate identical of that of Step E of Example I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | USRE029587 |
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| Source dataset | uspto-grants-1978_03 |
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| ORD ID | ord-efbd42af3f804cfabd726de69cf0e734 |
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| Source note | uspto-grants-1978_03 |
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