Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Sulfide | HCID 402 | — |
| Reactant | Methyl 2-nonenoate | HCID 8136 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 54295110 | HCID 54295110 | — |
Reaction Steps
A sodium methylate solution is freshly prepared from 0.3 g of sodium and 5 ml of methanol. 10 g of 2-nonenoic acid methyl ester are added to this solution and the mixture is cooled to -70°. After reaching this temperature, 20 ml of hydrogen sulphide are condensed in and the whole batch is transferred into a pre-cooled autoclave. The pressure-vessel is sealed and immediately heated at 50° in an oil-bath for 3 hours. The autoclave is subsequently cooled to room temperature, the excess hydrogen sulphide vented off and the reaction mixture washed with saturated common salt solution and dried. There are obtained 12.4 g of crude product which, after distillation, yields 5.7 g of pure 3-mercaptononanoic acid methyl ester of boiling point 70°/0.2 mm Hg, nD20 1.4602.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03954843 |
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| Source dataset | uspto-grants-1976_05 |
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| ORD ID | ord-8d78f61895194541a6b092108d281c35 |
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| Source note | uspto-grants-1976_05 |
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