HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 464448Generated: October 29, 2026
Ethanol → tert.butyl (1R, cis)2,2-dimethyl-3-(ethoxycarbonyl-ethynyl)-cyclopropane-carboxylate
https://huagongshe.com/reaction/464448
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tert.-butyl(1R,cis)2,2-dimethyl-3-(carboxy ethynyl)cyclopropane-carboxylate | HCID 13093787 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | tert.butyl (1R, cis)2,2-dimethyl-3-(ethoxycarbonyl-ethynyl)-cyclopropane-carboxylate | HCID 57165772 | — |
Reaction Steps
4 g of the product of Step A, 3.4 g of dicyclohexylcarbodiiumide and 6 mg of 4-dimethylamino-pyridine were added to 30 ml of methylene chloride followed by the addition of 1.5 ml of ethanol and the mixture was stirred at 20° C. for 16 hours. The mixture was filtered and the filtrate was evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with a 9-1 cyclohexane-ethyl acetate mixture to obtain 4.25 g of tert.butyl (1R, cis)2,2-dimethyl-3-(ethoxycarbonyl-ethynyl)-cyclopropane-carboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04547522 |
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| Source dataset | uspto-grants-1985_10 |
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| ORD ID | ord-1964adb1ef5042999cdebe9fe9bc7068 |
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| Source note | uspto-grants-1985_10 |
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