Chloromethyl Methyl Ether → HCID 23081419, compound

Chloromethyl methyl ether (98 ml, 1292 mmol) and N-ethyldiisopropylamine (234 ml, 1344 mmol) were added to a solution of 3-methyl-2-methylenebutane-1-ol (61.5 g, 615 mmol) prepared in Reference Example 202 in THF (500 ml) while cooling in an ice-bath, and the mixture was stirred at room temperature for 22 hours. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure. The residue was dissolved in diethyl ether, and the mixture was washed with water and brine, dried over sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure to afford 2-methoxymethoxymethyl-3-methyl-1-butene (89 g, quantitative) as a colorless oil.

1. temperaturewhile cooling in an ice-bath
2. filtrationThe reaction mixture was filtered
3. concentrationthe filtrate was concentrated under reduced pressure
4. dissolutionThe residue was dissolved in diethyl ether
5. washthe mixture was washed with water and brine
6. dry with materialdried over sodium sulfate
7. filtrationAfter filtration
8. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-5b9da1d67b91468898195fd4126e2036

Source dataset

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07262212B2