HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Ethyl [1,1'-biphenyl]-2-ylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2-Aminobiphenyl | HCID 7015 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl [1,1'-biphenyl]-2-ylcarbamate | HCID 239257 | — |
Reaction Steps
A solution of 21.7 g (0.2 mol) of ethyl chloroformate in 20 ml of dichloromethane is slowly added dropwise to a mixture of 25 g of 2-aminobiphenyl (0.148 mol) and 79 g of pyridine (1 mol) in 150 ml of dichloromethane while stirring. After stirring for 12 hours, 100 ml of 10% strength NaOH are added. The aqueous phase is separated off and shaken with dichloromethane. After the dichloromethane extract has been dried over sodium sulfate, the solvent is removed under reduced pressure and the red oil which remains is worked up by column chromatography (silica gel 60, 0.043 . . . 0.060 mm, eluant: hexane/ethyl acetate=9:1). Yield: 31.7 g=89%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06818770B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-73b5fed517b94e5b97d9bb1511edfabd |
| Source note | uspto-grants-2004_11 |