반응 #55878

반응 방정식

hydrogen chloride

anisole

hydrogen chloride

paraformaldehyde

→

4-methoxybenzyl chloride

수율 65.7%

용매

benzene

반응 조건

후처리

1. 1
   기타at 20° C.
2. 2
   workup.ADDITIONthe addition
3. 3
   온도the reaction mixture was heated to 45° C.
4. 4
   온도maintained
5. 5
   온도again cooled to 20° C
6. 6
   기타Next, the aqueous layer was separated
7. 7
   세척the benzene solution washed with a saturated solution of calcium chloride in eight 150 ml portions
8. 8
   건조dried over magnesium sulfate
9. 9
   workup.DISTILLATIONThe residue was distilled in vacuum

실험 절차

A solution comprising 108.1 grams of anisole in 450 ml of benzene was cooled to 2° C. and then saturated with gaseous hydrogen chloride for a period of 3 hours at a maximum temperature of 5° C. Then 38.6 grams of paraformaldehyde was added thereto at 20° C. and, following the addition, the reaction mixture was heated to 45° C. and maintained thereat for 1 hour and again cooled to 20° C. Following, gaseous hydrogen chloride was introduced for an additional 5 hours. Next, the aqueous layer was separated and the benzene solution washed with a saturated solution of calcium chloride in eight 150 ml portions and dried over magnesium sulfate. The residue was distilled in vacuum to yield 102.7 grams (65.7%) of 4-methoxybenzyl chloride, b.p. 108°-110° C./12 Torr.

출처