反应详情

p-Toluoyl chloride (15.5g, 0.10 mole) is added dropwise at room temperature over a 1 hour period to a mixture of o-methylanisole (15.3 g, 0.125 mole) and aluminum chloride (AlCl3, 37.3g, 0.28 mole) in carbon disulfide (CS2, 50 ml) in a flask fitted with a stirrer, addition funnel, drying tube and reflux condenser. The reaction mixture is then refluxed for 1 hour, cooled and the carbon disulfide removed in vacuo. The residue is then slurried in methylene chloride and poured into 400 g of cracked ice containing 20 ml of concentrated hydrochloric acid. This mixture is then transferred to a separatory funnel and extracted with additional methylene chloride (3 × 15 ml) and the methylene chloride extract dried (anhydrous MgSO4) prior to concentrating in vacuo. The residue was then triturated with benzene. The benzene extract is then diluted with hexane which results in precipitation of 2.5 g. of product (10%), m.p. 73°-5°C.

1. customfitted with a stirrer, addition funnel
2. customdrying tube
3. temperaturereflux condenser
4. temperatureThe reaction mixture is then refluxed for 1 hour
5. temperaturecooled
6. customthe carbon disulfide removed in vacuo
7. additionpoured into 400 g of cracked ice containing 20 ml of concentrated hydrochloric acid
8. customThis mixture is then transferred to a separatory funnel
9. extractionextracted with additional methylene chloride (3 × 15 ml)
10. extractionthe methylene chloride extract
11. dry with materialdried (anhydrous MgSO4)
12. concentrationto concentrating in vacuo
13. customThe residue was then triturated with benzene
14. extractionThe benzene extract
15. additionis then diluted with hexane which
16. customresults in precipitation of 2.5 g