HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916526Generated: November 2, 2026
Propargyl alcohol → 3-(4-Pyrrolidin-1-ylmethyl-phenyl)-prop-2-yn-1-ol
https://huagongshe.com/reaction/1916526
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propargyl alcohol | HCID 7859 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | 1-(4-Bromobenzyl)pyrrolidine | HCID 12738004 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-(4-Pyrrolidin-1-ylmethyl-phenyl)-prop-2-yn-1-ol | HCID 61539089 | — |
Reaction Steps
A mixture of 4.8 g (20.0 mmol) 1-(4-bromo-benzyl)-pyrrolidine, 1.75 mL (30.0 mmol) propargylalcohol, 2.31 g (2.0 mmol) tetrakis-triphenylphosphane-palladium, 381 mg (2.0 mmol) CuI and 7.07 mL diisopropylamine in 100 mL acetonitrile is heated for 14 h at 60° C. under an argon atmosphere. The solvent is distilled off i.vac., the residue is taken up in water, exhaustively extracted with EtOAc and the organic phase is dried over Na2SO4. After the desiccant and solvent have been eliminated the residue is purified on silica gel (EtOAc/MeOH/NH3 95:5:0.5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08618132B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-52aba8d48c0143dcb0ebec0b175dec66 |
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| Source note | uspto-grants-2013_12 |
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