Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Mercaptomethanide | HCID 519392 | — |
| Reactant | HCID 19801010 | HCID 19801010 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 88128941 | HCID 88128941 | 79% |
Reaction Steps
In dimethylformamide (3 ml) was dissolved 4-O-chloroacetylcarbamoyl-2-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-3-methoxy-1-methylthiomethyl-1,4-cyclohexanediol (500 mg). To the solution was added thiomethoxide (156 mg), and the mixture was stirred for one hour. The reaction mixture was diluted with ether (50 ml), which was washed with a saturated aqueous solution of sodium chloride, followed by drying over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure. The residue was purified by means of a silica gel column chromatography (carrier 25 g, developing solvent: ethyl acetate - hexane=2:1) to give 2-(1,2-epoxy-1,5-dimethyl-4-hexenyl)-3-methoxy-4-methylthioacetylcarbamoyloxy-1-methylthiomethylcyclohexanol (407 mg: yield 79%) as colorless powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05180735 |
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| Source dataset | uspto-grants-1993_01 |
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| ORD ID | ord-7e7f3ad875484b0082e99d42ca540608 |
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| Source note | uspto-grants-1993_01 |
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