HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dicyclohexylcarbodiimide → N-(2-diethylaminoethyl)-N-(ethyl)-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | Triethylethylenediamine | HCID 66040 | — |
| Reactant | 2-[[(1R,2S,5R)-5-Methyl-2-(1-methylethyl)cyclohexyl]oxy]acetic acid | HCID 7018861 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(2-diethylaminoethyl)-N-(ethyl)-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)acetamide | HCID 57193064 | 60.4% |
Reaction Steps
5.0 g of ((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)acetic acid were dissolved in 100 ml of tetrahydrofuran. 3.4 g (=4.2 ml) of N,N,N'-triethylethylenediamine and 5.3 g of dicyclohexylcarbodiimide were added to the solution, and the reaction mixture was stirred at room temperature for 24 hours. The mixture was worked up by concentrating it under reduced pressure. The remaining residue was purified by chromatography on silica gel using dichloromethane/methanol as the eluent. 4.8 g of N-(2- diethylaminoethyl)-N-(ethyl)-((1R,3R,4S)-1-methyl-4-isopropylcyclohex-3-yloxy)acetamide were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05212173 |
| Source dataset | uspto-grants-1993_05 |
| ORD ID | ord-5a73f691c0374498be7d2285e48061d9 |
| Source note | uspto-grants-1993_05 |