HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 626173Generated: October 25, 2026
tert-butyl N-methyl-N-(prop-2-yn-1-yl)carbamate → tert-butyl methyl(3-(4-(4-(tetrahydro-2H-pyran-2-yloxy)benzoyl)-phenyl)prop-2-ynyl)carbamate
https://huagongshe.com/reaction/626173
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | tert-butyl N-methyl-N-(prop-2-yn-1-yl)carbamate | HCID 18366137 | — |
| Reactant | (4-iodophenyl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone | HCID 89656044 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | tert-butyl methyl(3-(4-(4-(tetrahydro-2H-pyran-2-yloxy)benzoyl)-phenyl)prop-2-ynyl)carbamate | HCID 121266719 | 60.1% |
Reaction Steps
A 25 mL Schlenk flask was charged with (4-iodophenyl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone (408 mg, 1 mmol), Pd(PPh3)2Cl2 (18 mg, 0.025 mmol), CuI (10 mg, 0.05 mmol), Et3N (10 mL), and tert-butyl methyl(prop-2-ynyl)carbamate (255 mg, 1.5 mmol). The flask was flushed with argon three times and the mixture was stirred at 90° C. for 3 h. The solvent was evaporated under vacuum and the residue was purified by columnchromatography to give the desired product (270 mg, 60% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309211B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-d749bb4a42ce447382d5206556b974ee |
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| Source note | uspto-grants-2016_04 |
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