Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Bromoform | HCID 5558 | — |
| Reactant | Tert-Butyl nitrite | HCID 10906 | — |
| Reactant | Methyl 3'-amino-4'-chloro-2-methylbiphenyl-4-carboxylate | HCID 57704763 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57704807 | HCID 57704807 | — |
Reaction Steps
Methyl 3′-amino-4′-chloro-2-methylbiphenyl-4-carboxylate (946 mg, 3.43 mmol) was dissolved in a mixture of CHBr3 (5 mL) and dichloromethane (5 mL). To the above stirred mixture was added t-butyl nitrite (680 μL, 530.6 mg, 5.145 mmol). The reaction mixture was heated to 80° C. for 30 minutes. Aliquot (LCMS) indicated complete consumption of starting material. Crude mixture was purified by flash chromatography (SiO2, Biotage 40+S cartridge) to afford methyl 3′-bromo-4′-chloro-2-methylbiphenyl-4-carboxylate. LCMS calc.=339.97; found=340.98 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08440702B2 |
|---|
| Source dataset | uspto-grants-2013_05 |
|---|
| ORD ID | ord-7bef1d42cec04045bb427a0b373ce3ff |
|---|
| Source note | uspto-grants-2013_05 |
|---|