HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1930832Generated: October 26, 2026
Potassium Carbonate → 5-Difluoromethoxy-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester
https://huagongshe.com/reaction/1930832
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Acetic acid, 2-chloro-2,2-difluoro-, ethyl ester | HCID 67843 | — |
| Reactant | tert-butyl 5-hydroxy-2,3-dihydro-1H-isoindole-2-carboxylate | HCID 18630963 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-Difluoromethoxy-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester | HCID 57753212 | 40% |
Reaction Steps
A mixture containing 0.68 mmol 5-Hydroxy-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (CAS: 226070-47-9), 0.68 mmol potassium carbonate and 0.68 mmol ethyl chlorodifluoroacetate in 1.5 ml DMF was stirred overnight at 65° C. The mixture was then partitioned between ethyl acetate and water and the organic phase was then separated, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by chromatography on silica gel (eluant: n-heptane/ethylacetate) to afford the title compound as a white solid (40% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08188139B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-aaae7a85e0d64aeba63a295ad6ae0875 |
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| Source note | uspto-grants-2012_05 |
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