Chloromethyl Methyl Ether → HCID 22227320, compound

Temperature

0 °C

Compound 27 intermediates: To diisopropylethyl amine (18.48 g, 143 mmol) in 200 mL of dichloromethane was added 3-acetyl-1-propanol (13.28 g, 130 mmol) at 0° C. After the solution was stirred for 0.5 hour, chloromethylmethyl ether (13.08 g, 162.5 mmol) was added while the temperature was maintained at 0° C. The resulting solution was stirred for another 1 hour, brought to room temperature and stirred overnight. Organic solvent was removed via rotary evaporation. The residue was treated with 100 mL of brine and extracted with 3×150 mL of diethyl ether. The organic layers were combined, dried over Na2SO4 and concentrated via rotary evaporation. The crude product was purified via a flash chromatography with dichloromethane as eluent to afford 5-methoxymethoxy-2-pentanone (14.3 g, yield: 75) as a pale oil.

1. stirringThe resulting solution was stirred for another 1 hour
2. custombrought to room temperature
3. stirringstirred overnight
4. customOrganic solvent was removed via rotary evaporation
5. additionThe residue was treated with 100 mL of brine
6. extractionextracted with 3×150 mL of diethyl ether
7. dry with materialdried over Na2SO4
8. concentrationconcentrated via rotary evaporation
9. customThe crude product was purified via a flash chromatography with dichloromethane as eluent

ORD record

ord-3e3fe36490f8493fbebc92f863b914bc

Source dataset

uspto-grants-2006_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07019453B2