HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 403859Generated: October 25, 2026
Dichloromethane → Methyl 3-methyl-4'-nitrobiphenyl-4-carboxylate
https://huagongshe.com/reaction/403859
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4,4,5,5-Tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane | HCID 2773555 | — |
| Reactant | Methyl 4-bromo-2-methylbenzoate | HCID 22031226 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-methyl-4'-nitrobiphenyl-4-carboxylate | HCID 59385226 | — |
Reaction Steps
The compound of example 219 (10 g, 0.044 mol), 4,4,5,5-tetramethyl-2-(4-nitrophenyl)-1,3,2-dioxaborolane (13.16 gm, 0.0528 mole) and Pd(dppf)Cl2:CH2Cl2 (1.07 g, 0.00132 mol) were taken in DMF (250 mL) under an argon atmosphere. To this reaction mixture, degassed 2M solution of Na2CO3 (14 g, 0.132 mol, 66.5 mL) was added. The reaction mixture was stirred at 80-85° C. for 1 to 1.5 h. After completion of the reaction, water was added and the product obtained was extracted with ether. The combined ether layer was washed with brine and dried over anhydrous Na2SO4 or MgSO4. The solvent was evaporated and the product was purified by column (silica gel, 20% ethyl acetate in petroleum ether) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748426B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-f22d68aecef143089cc2c8ab56492826 |
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| Source note | uspto-grants-2014_06 |
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