Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | 2-(Chloroethoxy)ethanol | HCID 12361 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Mitomycin A | HCID 19972 | — |
| Product | HCID 86744834 | HCID 86744834 | 58% |
Reaction Steps
A solution of mitomycin A (100 mg) in 2 ml of 2-(2-chloroethoxy)ethanol was stirred at room temperature and under nitrogen for 45 minutes with 300 mg of a 1.6% solution of KOH in 2-(2-chloroethoxy)ethanol. The reaction mixture was decomposed with excess dry ice while immersing the flask into a water bath at room temperature. The reaction product was chromatographed on a silica gel column using first chloroform, which elutes the 2-(2-chloroethoxy)ethanol and then acetone, which elutes the product. The latter was purified twice by preparative thin layer chromatography on silica gel using chloroform as a solvent in the first purification and chloroform-acetone 1:1 in the second purification. This procedure gave 74 mg (58%) of the title compound, having a melting point of 101°-104° 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-90ee0fbb8782402490727550c711a9c6 |
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| Source note | uspto-grants-1991_06 |
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