Triacetoxyperiodinane → 4-Methyloxane-4-carbaldehyde

Into a 100-mL 3-neck round-bottom flask, was placed a solution of (4-methyltetrahydro-2H-pyran-4-yl)methanol (compound 188.2, 300 mg, 2.30 mmol) in dichloromethane (15 mL). Dess-Martin reagent (1.17 g, 2.76 mmol) was added to the reaction. The reaction mixture was stirred for 2 h at room temperature, then quenched with 15 mL of water. The aqueous phase was extracted with 20 mL of dichloromethane. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure. This resulted in 200 mg (68%) of the title compound as a yellow oil.

1. customInto a 100-mL 3-neck round-bottom flask, was placed
2. customquenched with 15 mL of water
3. extractionThe aqueous phase was extracted with 20 mL of dichloromethane
4. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
5. concentrationconcentrated under reduced pressure

ORD record

ord-9567109fa9054ab4bf6195b68c556272

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09428502B2