Thionyl Chloride → 2-(2-Methoxyethoxy)acetyl chloride

To 2-methoxyethoxyacetic acid (670 mg.; 4.00 mmoles) was added at 0°-2° under N2 atmosphere, SOCl2 (5 ml.). The mixture was stirred at room temperature under N2 for 2 hours. Excess SOCl2 was evaporated and the residue was diluted with dry benzene (15 ml.), evaporated again, and dried over NaOH (in vacuo) to yield 2-methoxyethoxyacetyl chloride (705 mg.; 4.62 mmoles; yield 92.5%) as a colorless liquid. nmr (CDCl3): δppm 3.40 (3H, s, --OCH3), 3.4-3.9 (4H, m, --CH2CH2 --), 4.56 (2H, s, ClOCH2O--); ir (neat): 1810 cm-1 (γc=o, acid chloride).

1. customExcess SOCl2 was evaporated
2. additionthe residue was diluted with dry benzene (15 ml.)
3. customevaporated again
4. dry with materialdried over NaOH (in vacuo)

ORD record

ord-b27bb91a43dd4fe38cea8307774f534f

Source dataset

uspto-grants-1980_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04192801