反应详情

Slurry AlCl3 (10.15 g, 76.1 mmol) and methylene chloride (45 mL) under a nitrogen atmosphere at room temperature. Add 4-chlorobutyryl chloride (4.27 mL, 38.1 mmol), stir for 20 minutes and add, by dropwise addition over 10 minutes, a solution of 2-methyl-2-phenyl-propionic acid, N-methoxy-N-methylamide (6.58 g, 31.7 mmol) in methylene chloride (15 mL). Stir at room temperature for 45 minutes, then heat at 30-35° C. for 7 hours. Pour into ice water (150 mL) and separate the layers. Wash the aqueous layer with water (3×75 mL), combine the aqueous layers and extract with methylene chloride (2×75 mL). Combine the organic layers and dry (Na2SO4). Filter, evaporate the filtrate in vacuo and purify by silica gel chromatography (3:1 hexane/ethyl acetate) give the title compound (6.19 g, 63%) as a light yellow oil. MS (CI, CH4) m/e 312 (M++1), 276.

1. customat room temperature
2. additionadd, by dropwise addition over 10 minutes
3. temperatureheat at 30-35° C. for 7 hours
4. customseparate the layers
5. washWash the aqueous layer with water (3×75 mL)
6. extractionextract with methylene chloride (2×75 mL)
7. dry with materialCombine the organic layers and dry (Na2SO4)
8. filtrationFilter
9. customevaporate the filtrate in vacuo
10. custompurify by silica gel chromatography (3:1 hexane/ethyl acetate)