HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl formate → HCID 86666219, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl formate | HCID 7865 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 4,4,4-trifluorobutanoate | HCID 2782390 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 86666219 | HCID 86666219 | 74.2% |
Reaction Steps
To a suspension of NaH (0.512 g, 12.81 mmol) in DME (15 mL) was added a solution of methyl 4,4,4-trifluorobutanoate (1 g, 6.41 mmol) and methyl formate (0.594 mL, 9.61 mmol) in DME (10 mL) dropwise at 0° C. The mixture was stirred at room temperature overnight. After removing the solvent, the residue was diluted with water (50 mL), extracted with ether once, and neutralized to pH<7 by AcOH. The aqueous layer was separated and extracted with EA twice. The combined organic phase was dried over sodium sulfate, filtered, and concentrated to afford the title compound (0.875 g, 4.75 mmol, 74.2% yield). LCMS: rt=2.23 min, [M+H+]=185
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637536B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-5dc5507b6fc44d6aace00df2603b5236 |
| Source note | uspto-grants-2014_01 |