Diethyl Ether → 2-Methyl-3-tetrahydropyranyloxypropanal

A solution of 2-methyl-3-tetrahydropyranyloxy-1-propanol (250 mg; 1.4 mmol) in dichloromethane (4 ml) was added to a suspension of pyridinium chlorochromate (500 mg; 2.32 mmol) and celite (2.5 g) in dichloromethane (10 ml), and stirred at room temperature for 3 hours. Ether (100 ml) was added thereto. The resultant mixture was filtered, and the filtrate was distilled under reduced pressure to give the solvent. The residue was purified by silica gel chromatography using a mixture of ethyl acetate and benzene (1:4) to give 2-methyl-3-tetrahydropyranyloxypropanal (178 mg; yield, 73%).

1. filtrationThe resultant mixture was filtered
2. distillationthe filtrate was distilled under reduced pressure
3. customto give the solvent
4. customThe residue was purified by silica gel chromatography
5. additiona mixture of ethyl acetate and benzene (1:4)

ORD record

ord-d5b612101e3845bcbc1e930156c6f691

Source dataset

uspto-grants-1990_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04892961