HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108698Generated: October 27, 2026
Methyl 5-hexynoate → Methyl 3-acetamido-4-(5-methoxycarbonyl-1-pentynyl)benzoate
https://huagongshe.com/reaction/1108698
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl 5-hexynoate | HCID 534077 | — |
| Reactant | Methyl 3-acetamido-4-trifluoromethanesulfonyloxybenzoate | HCID 14493070 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Diethylamine | HCID 8021 | — |
| Product | Methyl 3-acetamido-4-(5-methoxycarbonyl-1-pentynyl)benzoate | HCID 22627137 | 86.5% |
Reaction Steps
A mixture of methyl 3-acetamido-4-trifluoromethanesulfonyloxybenzoate (1.43 g), methyl 5-hexynoate (582 mg), palladium(II) chloride (14.9 mg), triphenylphosphine (43.8 mg) and copper(I) chloride (32 mg) in diethylamine (18 ml) was stirred at 20° C. for 14 hours. The solvent was evaporated in vacuo an the residue was chromatographed on silica gel eluting with a mixture of hexane and ethyl acetate (1:2) to give methyl 3-acetamido-4-(5-methoxycarbonyl-1-pentynyl)benzoate (1.15 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06069156 |
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| Source dataset | uspto-grants-2000_05 |
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| ORD ID | ord-f55465a3fdfe4a43bce8c11f6d63a74d |
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| Source note | uspto-grants-2000_05 |
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