Thionyl Chloride → (3-Methoxyphenyl)acetonitrile

Thionyl chloride (1249 ml) was added dropwise to dry dimethylformamide (400 ml) stirring at 0°-5° C. under nitrogen over a period of about 2 hours. 3-Methoxyphenylacetamide (403.7 g) was added portionwise over a period of 45 minutes to the above solution under nitrogen maintaining the temperature between 0°-5° C. The reaction mixture was then stirred at 0°-5° C. for a further 2 hours. The reaction mixture was poured carefully onto ice/water (6 l). The aqueous mixture was extracted with ether. The extracts were washed with water, dried over magnesium sulphate and evaporated in vacuo to give a red liquid. The crude product was distilled (110°-112° C./12 mm Hg) to give 3-methoxyphenylacetonitrile.

1. stirringThe reaction mixture was then stirred at 0°-5° C. for a further 2 hours
2. additionThe reaction mixture was poured carefully onto ice/water (6 l)
3. extractionThe aqueous mixture was extracted with ether
4. washThe extracts were washed with water
5. dry with materialdried over magnesium sulphate
6. customevaporated in vacuo
7. customto give a red liquid
8. distillationThe crude product was distilled (110°-112° C./12 mm Hg)

ORDレコード

ord-9c9dcda28fe244a7982077b1f6608d72

出典データセット

uspto-grants-1988_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04767769