HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748570Generated: November 2, 2026
Potassium Phosphate, Tribasic → HCID 86692516, compound
https://huagongshe.com/reaction/1748570
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 5233012 | — |
| Reactant | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Reactant | HCID 86692444 | HCID 86692444 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86692516 | HCID 86692516 | 95.8% |
Reaction Steps
To a solution of 5-bromo-1-methyl-1H-indole-3-carboxylic acid ethyl ester (1.2 g) described in Reference Example 52 (2) in tetrahydrofuran (14 ml) were added 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (983 mg), 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl (S-Phos) (349 mg), palladium acetate (96 mg) and tripotassium phosphate (2.26 g) at room temperature, and stirred at 75° C. for 4 hours. After completion of the reaction, the mixture was cooled to room temperature, water was added thereto, and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was evaporated. The obtained residue was purified with silica gel column chromatography (n-hexane/ethyl acetate) to give 1-methyl-5-vinyl-1H-indole-3-carboxylic acid ethyl ester (934 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150555B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-363bb43c12af4258a073b416dbe32168 |
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| Source note | uspto-grants-2015_10 |
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