反应详情

In a manner identical to that described in Example II, Part A, 4-(2-hydroxybenzylideneamino)-3,5-dimethylphenol was prepared. To a 1 liter round bottom flask equipped with a magnetic stirrer was added 9.65 grams (0.040 moles) of 4-(2-hydroxybenzylideneamino)-3,5-dimethylphenol, 10.65 grams (0.045 moles) of N-(di-n-butylaminosulfenyl)-N-fluorocarbonyl-N-methylamine, 400 milliliters of toluene, 100 milliliters of 0.4 molar sodium hydroxide and 10 drops of tricaprylmethylammonium chloride solution. The resulting reaction mixture was stirred continuously for 2 hours at room temperature forming an organic layer. After the stirring period, the organic layer was separated, washed twice with water and twice with a saturated brine solution, dried over magnesium sulfate and concentrated under reduced pressure to give a dark brown oil. Purification of the dark brown oil by column chromatography yielded 2.80 grams (0.0061 moles) of 4-(2-hydroxybenzylideneamino)-3,5-dimethylphenyl N-(dibutylaminosulfenyl)-N-methylcarbamate in the form of an amber oil having the following structural formula: ##STR26##

1. customwas prepared
2. customTo a 1 liter round bottom flask equipped with a magnetic stirrer
3. customThe resulting reaction mixture
4. customforming an organic layer
5. customAfter the stirring period, the organic layer was separated
6. washwashed twice with water and twice with a saturated brine solution
7. dry with materialdried over magnesium sulfate
8. concentrationconcentrated under reduced pressure
9. customto give a dark brown oil
10. customPurification of the dark brown oil by column chromatography