CIESC Journal

• 化工学报 • 上一篇    下一篇

自苯乙烯合成β-苯乙醇

黄致喜 ,辛明清   

  • 出版日期:1965-06-25 发布日期:1965-06-25

SYNTHESIS OF β-PHENYL-ETHYL ALCOHOL FROM STYRENE

HUANG CHIH-SHIH, SING MING-TSING   

  • Online:1965-06-25 Published:1965-06-25

摘要: 本文叙述自苯乙烯合成β-苯乙醇的方法。先将苯乙烯转为2-溴代-1-苯乙醇,然后脱去溴化氢而成环氧苯乙烷,继之接触加氢而得β-苯乙醇。以105克NaClO_3溶于225克水的溶液,同时和由360克NaBr溶于750克水的溶液与稀硫酸组成的混合液,在3.5~4小时内加入于210克苯乙烯中。反应在90—95℃时进行,并予以剧烈搅拌。反应完成后,分出油层,用温水和稀纯碱液洗滌,然后减压蒸馏,得80—85%(理论计)的2-溴代-1-苯乙醇,沸点106—111℃/2—3毫米,n_D~(23.5)1.5770。以此用稍过量的稀烧碱溶液在60—65℃时处理3—4小时,得80—85%环氧苯乙烷,沸点60—65℃/3—4毫米,n_D~(22)1.5350,d_(16)~(16)1.055。将100克环氧苯乙烷溶于200毫升乙醇中,内含3.3克NaOH,在Raney镍存在下加氢,压力为3大气压,温度为室温,β-苯乙醇得率为75%,n_D~(20)1.530,d~(22)1.0206。

Abstract: B-Phenylethyl alcohol has been synthesized from styrene through its conversion into styrene bromohydrin, which was dehydrobrominated to its epoxide and followed by hydrogenation. An aqueous solution of 105g. NaClO3 in 225ml. H2O and a mixed solution of 360 g. NaBr in 750 ml. H2O and dilute H2SO4 were added simultaneously into 210g. of styrene during 3.5-4 hrs. at 90-95℃ with vigorous stirring. After completing the reaction, the organic layer was separated and washed with water and dilute soda solution successively. The separated oil, distilled under vaccum, gave an yield of 80-85% styrene bromohydrin, b. p. 106-111℃/2-3 mm., nD23.5 1.5770. Treating it with slight excess of a dilute solution of NaOH at 60-65℃, for 3-4 hrs. gave styrene oxide, b. p. 60-65℃/3-4 mm. nD22 1.5350, d1G1G 1.055, 80-85% in yields, 100 g. of styrene oxide, dissolved in 200 ml. ethyl alcohol, containing 3.3 g. NaOH was hydrogenated in the presence of Raney Ni catalyst under 3 atmosphere at room temperature to give β-phenylethyl alcohol, nD20 1.530, d20 1.0206, 75% in yields.