Sodium Thiosulfate → (R)-2-Methyl-4,4,4-trifluorobutanal

Temperature

25 °C

To (2R)-4,4,4-trifluoro-2-methylbutan-1-ol (2.90 g, 20.4 mmol) in CH2Cl2 (50 mL) at 0° C. was added Dess-Martin periodinane (10.24 g, 24.49 mmol). After 15 min, the reaction mixture was warmed to 25° C. and stirred for 1 h. This mixture was then diluted with diethyl ether (50 mL) and added to Na2S2O3 (11.29 g, 71.44 mmol) dissolved in a saturated solution of aqueous NaHCO3 (100 mL). The milky white mixture was stirred until both layers were homogeneous. The phases were separated and the organic extract was dried (MgSO4) and filtered to give a solution of (2R)-4,4,4-trifluoro-2-methylbutanal which was used in the next step without removal of solvents.

1. stirringThe milky white mixture was stirred until both layers
2. customThe phases were separated
3. extractionthe organic extract
4. dry with materialwas dried (MgSO4)
5. filtrationfiltered

ORD record

ord-ee07f5508d2045a785524f1c073e86a4

Source dataset

uspto-grants-2009_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07547725B2