Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanethiol | HCID 878 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Oxaspiro[2.5]oct-5-ene, 2,2,6-trimethyl- | HCID 107303 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 13557853 | HCID 13557853 | — |
Reaction Steps
To a stirred solution of 15.2 g of 2,2,6-trimethyl-1-oxaspiro(2.5)oct-5-ene in 100 ml of N,N-dimethylacetamide was added 4.4 g of 60% sodium hydride. The mixture was cooled to 5°-10° C. and saturated with methyl mercaptan. Stirring was continued while heating the reaction mixture to 100° C. over a two and one-half hour period. After an additional hour at 100° C., the reaction mixture was poured into water and extracted twice with p-pentane. The combined extracts was washed with water, dried and Claisen-distilled to give 15.8 g of the desired product, b.p. 83°-85° C. (0.2 mm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04542244 |
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| Source dataset | uspto-grants-1985_09 |
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| ORD ID | ord-eb2b47efa748408f92ce865e691ef411 |
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| Source note | uspto-grants-1985_09 |
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