HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426752Generated: October 30, 2026
Sodium Carbonate → (6-Chloro-2',6'-dimethylbiphenyl-3-yl)methanol
https://huagongshe.com/reaction/2426752
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 2,6-Dimethylphenylboronic acid | HCID 583322 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | Methyl 3-bromo-4-chlorobenzoate | HCID 22352523 | — |
| Reactant | Methyl 6-chloro-2',6'-dimethylbiphenyl-3-carboxylate | HCID 67253049 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | (6-Chloro-2',6'-dimethylbiphenyl-3-yl)methanol | HCID 57787362 | — |
Reaction Steps
In an atmosphere of nitrogen, a mixture of methyl 3-bromo-4-chlorobenzoate, (2,6-dimethylphenyl)boronic acid, lithium chloride, sodium carbonate, water, ethanol, dimethoxyethane and tetrakis(triphenylphosphine)palladium was stirred at 90° C. for 15 hours, thereby obtaining methyl 6-chloro-2′,6′-dimethylbiphenyl-3-carboxylate. Lithium aluminum hydride was added under ice-cooling to a THF solution of the resulting methyl 6-chloro-2′,6′-dimethylbiphenyl-3-carboxylate, followed by warming up to room temperature and stirring for 2 hours to obtain (6-chloro-2′,6′-dimethylbiphenyl-3-yl)methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07968552B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-ecf86951a9094f1f853f9056dd7d8cc9 |
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| Source note | uspto-grants-2011_06 |
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