HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2102916Generated: October 31, 2026
3,3-Dimethyl-1-butyne → HCID 57804220, compound
https://huagongshe.com/reaction/2102916
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3,3-Dimethyl-1-butyne | HCID 13512 | — |
| Reactant | Methyl 4-bromo-2-methoxybenzoate | HCID 15128242 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 57804220 | HCID 57804220 | 91.1% |
Reaction Steps
A mixture of methyl 4-bromo-2-methoxybenzoate (1.2 g, 0.0049 mol), copper(I) iodide (0.093 g, 0.00049 mol), 3,3-dimethyl-1-butyne (0.70 mL, 0.0059 mol) and bis(triphenylphosphine)palladium(II) chloride (0.34 g, 0.00049 mol) in Et3N (10 mL) was heated at 100° C. in a 50 mL sealed reaction vessel for 16 hours. After cooling, the mixture was filtered through Celite® and the filter cake was washed repeatedly with ethyl acetate. The filtrate was concentrated under vacuum and the residue was purified by column chromatography on silica gel to give a viscous oil (1.10 g, 91%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07576099B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-6873cdab8e4145bbaea831c60fe7619d |
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| Source note | uspto-grants-2009_08 |
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