Diethylene Glycol Monomethyl Ether → 1544206-31-6

To a solution of 2-(2-methoxy-ethoxy)-ethanol (2.35 mL) in dry THF (25 mL) was added 870 mg of NaH (60% in mineral oil) portion wise at 0° C. The mixture was stirred for 30 min at RT and cooled again to 0° C. Tetra-n-butylammonium iodide (10 mg) was added followed by dropwise addition of a solution of bromoacetonitrile (1.33 mL) in dry THF (10 mL). The mixture was stirred for 3 h at RT, concentrated, taken up in saturated aqueous NH4Cl solution and extracted with DCM. The organic phases were dried over anhydrous MgSO4 and concentrated in vacuo to give crude [2-(2-methoxy-ethoxy)-ethoxy]-acetonitrile (2.60 g) as a brown oil. The product, still containing some mineral oil, was used directly in the next step.

1. temperaturecooled again to 0° C
2. stirringThe mixture was stirred for 3 h at RT
3. concentrationconcentrated
4. extractionextracted with DCM
5. dry with materialThe organic phases were dried over anhydrous MgSO4
6. concentrationconcentrated in vacuo

ORD record

ord-9afe48630e534609bbbdcaed6fe0b763

Source dataset

uspto-grants-2008_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07358268B2