Acetyl chloride → (S)-2-Acetoxy-2-methyl-3,3,3-trifluoropropanoyl chloride

Temperature

80 °C

Acetyl chloride (11.7 ml) was added dropwise to a stirred solution of (R)-2-hydroxy-2-methyl-3,3,3-trifluoropropanoic acid (10 g) (Method 9) in toluene (100 ml) cooled in an ice bath. The mixture was then heated to 80° C. and the suspension dissolved to give a clear solution. After 2 hours the reaction mixture was cooled and then concentrated to give an oil. This oil was then redissolved in DCM (140 ml) and DMF (4 drops) was added followed by oxalyl chloride (6 ml). The solution bubbled vigorously and the reaction mixture was left to stir for 15 hours. The resultant solution of the title compound was used directly without further purification.

1. temperaturecooled in an ice bath
2. dissolutionthe suspension dissolved
3. customto give a clear solution
4. temperatureAfter 2 hours the reaction mixture was cooled
5. concentrationconcentrated
6. customto give an oil
7. customThe solution bubbled vigorously
8. waitthe reaction mixture was left
9. customThe resultant solution of the title compound was used directly without further purification

ORD record

ord-87eac6cc547a48499bf8d287a636d3a7

Source dataset

uspto-grants-2002_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06498275B1