Methyl formate → HCID 86666219, compound

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

1. customAfter removing the solvent
2. additionthe residue was diluted with water (50 mL)
3. extractionextracted with ether once
4. customThe aqueous layer was separated
5. extractionextracted with EA twice
6. dry with materialThe combined organic phase was dried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated

ORD record

ord-d567824221594860bf96c3bd7cbf30f0

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09174968B2