HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278063Generated: October 30, 2026
Lithium Chloride → Methyl 3-benzyloxycarbonylamino-4-(1-pentynyl)benzoate
https://huagongshe.com/reaction/278063
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Stannane, tributyl-1-pentynyl- | HCID 11002807 | — |
| Reactant | 2-Benzyloxycarbonylamino-4-methoxycarbonylphenyl trifluoromethanesulfonate | HCID 22627443 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Methyl 3-benzyloxycarbonylamino-4-(1-pentynyl)benzoate | HCID 22627418 | 65.4% |
Reaction Steps
A mixture of 2-benzyloxycarbonylamino-4-methoxycarbonylphenyl trifluoromethanesulfonate (1.01 g), 1-pentynyl(tributyl)stannane (1.02 g), lithium chloride (0.29 g) and tetrakis(triphenylphosphine)palladium (80 mg) in dioxane (24 ml) was heated at 100° C. for 2 hours. The solvent was evaporated in vacuo and the residue was chromatographed on silica gel eluting with a mixture of hexane and ethyl acetate (4:1) to give methyl 3-benzyloxycarbonylamino-4-(1-pentynyl)benzoate (536 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06358992B1 |
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| Source dataset | uspto-grants-2002_03 |
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| ORD ID | ord-b244c014566c472b9b04f18514ef5e15 |
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| Source note | uspto-grants-2002_03 |
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