Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chloroethanol | HCID 34 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 86753797 | HCID 86753797 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86753801 | HCID 86753801 | 57% |
Reaction Steps
Under nitrogen, 35 mg (0.25 mmol) of sodium carbonate and 23 μl (0.33 mmol) of 2-chloroethanol were added to a solution of Compound (33a) (40 mg, 0.087 mmol) in dry DMF (0.5 ml). The mixture was stirred for 3 hours at 50° C. and then for 18 hours at 65° C. After cooling, water was added to the reaction, and extracted with ethyl acetate. The extract was washed with water, saturated brine, and dried over anhydrous sodium sulfate. After concentration under reduced pressure, the resulting residue was purified by a silica gel column chromatography (silica gel 1.5 g; chloroform:methanol=19: 1) to give 25 mg (57%) of Compound (33f).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05876984 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-5c6e2a82a6e84d1292ccfc49d8e65e04 |
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| Source note | uspto-grants-1999_03 |
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