The Synthesis of β-Aminoalcohol by the Ring Opening Reaction of Various Epoxides with Amines

• MIYASAKA Takatoshi

  Department of Industrial Chemistry, School of Engineering

• YOSHIDA Kazuhiro

  Chisso Corporation Research Center

抄録

1-anilino-3-phenoxy-2-propanol (3) was synthesized in 36% yield from phenyl glycidyl ether and aniline in the presence of tin tetrachloride as the most effective catalyst. When methyl aniline was employed in place of aniline, 1-(methyl-anilino)-3-phenoxy-2-propanol (7a) was obtained in 82% yield. When dimethyl aniline was employed in place of aniline, 1-(dibenzyl amino)-3-phenoxy-2-propanol (7b) was obtained in 94% yield. In the regioselective ring opening of epoxide, it was found that when a glycidyl ether was used as an epoxide, a ring opening reaction occurred at β-position. However, when styrene oxide was used as an epoxide, ring opening reaction occurred at α-position.

収録刊行物

• Proceedings of the School of Engineering of Tokai University

  Proceedings of the School of Engineering of Tokai University 21 84-, 1996

  東海大学

キーワード

• Phenyl glycidyl ether
• β-Amino alcohol
• Tin tetrachloride
• Regioselective
• Epoxide

詳細情報

• CRID: 1573950401573528192
• NII論文ID: 110000030910
• NII書誌ID: AA11060702
• ISSN: 03880788
• 本文言語コード: en
• データソース種別:
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