HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187903Generated: October 30, 2026
Sodium Carbonate → 6-Isopropyl-8-[3-(hydroxymethyl)phenyl]quinoline
https://huagongshe.com/reaction/2187903
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [3-(Hydroxymethyl)phenyl]boronic acid | HCID 2734662 | — |
| Reactant | 8-Bromo-6-isopropyl-quinoline | HCID 21865555 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-Isopropyl-8-[3-(hydroxymethyl)phenyl]quinoline | HCID 21865630 | — |
Reaction Steps
A mixture of 6-isopropyl-8-Bromoquinoline (11.1 g, 44.4 mmol) (described in International Patent Publication WO 94/22852), 3-(hydroxymethyl)phenylboronic acid (8.70 g, 57.2 mmol), Na2CO3 (2M, 71 mL, 142 mmol) and Pd(PPh3)4 (2.51 mg, 2.17 mmol) in 280 mL of DME was stirred at 80° C. for 5 h. The resulting mixture was cooled to r.t., diluted with EtOAc, washed with brine, dried over Na2SO4, filtered and concentrated. Flash chromatography (Hex/EtOAc, 1/1) and stirring in CH2Cl2/hexane (1/9) yielded 6-Isopropyl-8-[3-(hydroxymethyl)phenyl]quinoline as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06410563B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-cca822dc7fea4b45b3caf89ad794cb37 |
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| Source note | uspto-grants-2002_06 |
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