HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → 4'-Ethylbiphenyl-4-yl 1-cyano-3-methylcyclohexanecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | 4-Diethylaminopyridine | HCID 11768751 | — |
| Reactant | 4'-Hexyl-biphenyl-4-ol | HCID 13574860 | — |
| Reactant | 1-Cyano-3-methylcyclohexane-1-carboxylic acid | HCID 19800773 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4'-Ethylbiphenyl-4-yl 1-cyano-3-methylcyclohexanecarboxylate | HCID 19800793 | — |
Reaction Steps
A solution of 23 g of dicyclohexylcarbodiimide in 50 ml of CH2Cl2 is added to a mixture of 16 g of 1-cyano-3-methyl-cyclohexanecarboxylic acid, 25 g of 4'-hexyl-biphenyl-4-ol, 1.2 g of 4-diethylaminopyridine and 200 ml of methylene chloride at room temperature and the mixture is stirred for 2 hours. Customary working up and separation by column chromatography (silica gel/toluene) gives 4'-hexylbiphenyl-4-yl 1-cyano-3-methylcyclohexanecarboxylic as the pure product by recrystallization, m.p. 51°, [α]D20 =+2.2°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05180521 |
| Source dataset | uspto-grants-1993_01 |
| ORD ID | ord-80bb676d32b24c96a795b25ed6583c1c |
| Source note | uspto-grants-1993_01 |