反应详情

A mixture of 2,4-di-t-butylphenol (41.2 g), phosphorous acid (2 drops) and toluene (5 ml) was heated to 180°-200° in a three-necked flask fitted with a Dean-Stark trap containing toluene. 4-Methoxybenzyl alcohol (27.6 g) was melted and added in a slow stream to the mixture during 45 min. Heating was continued for a further 15 min by which time the theoretical amount of water (3.6 ml) had distilled. The reaction mixture was then distilled under pressure to give a pale yellow oil which rapidly crystallized. Recrystalization from methanol yielded colorless needless, m.p. and mixed m.p. with authentic material, 84°-85°; yield 59.3 g (91%). Found: C,80.9;H,9.26; calc for C,22H30O2 :C,81.0;H,9.21); 1Hmmr spectrum: δ1.30,9H,S; δ1.38,9H,S; δ3.79,3H,S; δ3.83,2H,S; δ4.61,H,S; δ6.84,2H,D(J=8 Hz); δ7.03, 1H,D(J=2 Hz); δ7.14,2H,D(J=8 Hz); δ7.23,1H,D(J=2 Hz).

1. temperaturewas heated to 180°-200° in a three-necked flask
2. customfitted with a Dean-Stark trap
3. additionadded in a slow stream to the mixture during 45 min
4. temperatureHeating
5. distillationthe theoretical amount of water (3.6 ml) had distilled
6. distillationThe reaction mixture was then distilled under pressure
7. customto give a pale yellow oil which
8. customrapidly crystallized
9. customRecrystalization from methanol yielded colorless needless
10. additionand mixed m.p. with authentic material, 84°-85°