Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Mitomycin A | HCID 19972 | — |
| Reactant | 2-(Methylthio)ethanol | HCID 78925 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 86744842 | HCID 86744842 | 72% |
Reaction Steps
A solution of mitomycin A (100 mg) in 2 ml of 2-(methylthio)ethanol was stirred at room temperature under nitrogen for 45 minutes with 500 mg of a 1.6% solution of KOH in 2-(methylthio)ethanol. The reaction mixture was diluted with ether and decomposed with dry ice. Components in the etherial solution were separated on a silica gel column using ether as a solvent, which elutes the 2-(methylthio)ethanol, followed by a mixture of chloroform and methanol 9:1 or 8:2, which elutes the product. The product was further purified by preparative thin layer chromatography on silica gel with a mixture of chloroform and methanol 9:1. This procedure gave 85 mg (72%) of the title compound, having a melting point of 72°-86° C. (decomposition) and providing the following analysis:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05023253 |
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| Source dataset | uspto-grants-1991_06 |
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| ORD ID | ord-89fc9ef57ece43f6afa61807dedd56c8 |
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| Source note | uspto-grants-1991_06 |
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