HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 265872Generated: October 26, 2026
Triethylamine → Ethyl 3-[4-(N-BOC-4-hydroxypiperidin-4-yl)phenyl]crotonate
https://huagongshe.com/reaction/265872
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | Ethyl trans-crotonate | HCID 429065 | — |
| Reactant | 1-Boc-4-(4-bromo-phenyl)-piperidin-4-ol | HCID 18379557 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 3-[4-(N-BOC-4-hydroxypiperidin-4-yl)phenyl]crotonate | HCID 67721045 | — |
Reaction Steps
A mixture of 10-3 (500 mg, 1.4 mmoles), ethyl crotonate (1.7 mL, 3.8 mmoles), Pd(OAc)2 (31 mg, 0.14 mmoles), NEt3 (0.78 mL, 8 mmoles), tri-o-tolylphosphine (170 mg, 0.56 mmoles), and CH3CN (7 mL) was heated in a sealed tube at 100° C. for 24 hours. The cooled reaction mixture was diluted with EtOAc and then washed with H2O, 10% KHSO4, saturated NaHCO3, and brine, dried (MgSO4), and concentrated. Flash chromatography (silica, 25% EtOAc/hexanes) gave 12-1 as a waxy yellow solid. Rf 0.33 (silica, 25% EtOAc/hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05648368 |
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| Source dataset | uspto-grants-1997_07 |
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| ORD ID | ord-70bb63e1460c4ec5924b2eb1a4f52944 |
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| Source note | uspto-grants-1997_07 |
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