HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178472471, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl chloroglyoxylate | HCID 79846 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 178472464 | HCID 178472464 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178472471 | HCID 178472471 | 100% |
Reaction Steps
Methyl chlorooxoacetate (2.41 mL, 26.1 mmol) was added dropwise over 2 mins to a stirred solution of ethyl cis-4-(4-aminophenoxy)cyclohexanecarboxylate (6.24 g, 23.7 mmol) and diisopropylethylamine (8.25 mL, 47.4 mmol) in DCM (200 mL) and the reaction mixture was stirred at ambient temperature for 16 h. Water (75 mL) was added and the layers were separated. The organic layer was washed with an aqueous solution of hydrochloric acid (1M, 75 mL) and then a saturated aqueous solution of sodium hydrogen carbonate (75 mL), dried (MgSO4) and concentrated in vacuo to provide the title compound as a white solid (8.23 g, 100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084478B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-5b3929b0677c4f669443ac8f96810225 |
| Source note | uspto-grants-2011_12 |