反应详情

温度

20 °C

A mixture of 4-(1,1-dimethylethyl)phenol (75 g., 0.50 mole), 2-chloro-N-(hydroxymethyl)acetamide (61 g., 0.50 mole) and 96% sulfuric acid (50 ml.) in acetic acid (500 ml.) is stirred at 20° C. for 4 hours and then poured into ice water (2 l.) providing a heterogenous mixture. After decanting the aqueous solution, the insoluble white gum is extracted with ether. The organic extract is washed with water and saturated brine and evaporated in vacuo leaving a residual oil. A solution of the latter in 12N hydrochloric acid-ethanol (1:1; 400 ml.) is heated at reflux for 4 hours, diluted with 12N hydrochloric acid (200 ml.) and slowly cooled to -20° C. The deposited white crystalline solid is collected to provide pure 2-aminomethyl-4-(1,1-dimethylethyl)phenol hydrochloride (55 g.), m.p. 227°-229° C. (dec.).

1. customproviding a heterogenous mixture
2. customAfter decanting the aqueous solution
3. extractionthe insoluble white gum is extracted with ether
4. extractionThe organic extract
5. washis washed with water and saturated brine
6. customevaporated in vacuo
7. customleaving a residual oil
8. temperatureat reflux for 4 hours
9. temperatureslowly cooled to -20° C
10. customThe deposited white crystalline solid is collected