METHOD FOR PRODUCING α,α-DIFLUOROAROMATIC COMPOUND

Title:

METHOD FOR PRODUCING α,α-DIFLUOROAROMATIC COMPOUND

Document Type and Number:

Japanese Patent JP2014005213

Kind Code:

A

Abstract:

To provide a method for industrially producing an α,α-difluoroaromatic compound (where a CF₂ group links directly to an aromatic ring) with good yield and at a low cost using a simple reactor and easy operation without a highly toxic catalyst, the α,α-difluoroaromatic compound not expected to be produced in a high yield.

A method for producing an α,α-difluoroaromatic compound includes a step for reacting ethenes substituted by a 1-chloro-1-aromatic ring with hydrogen fluoride using an aromatic or halogen-based reaction solvent. The ethenes substituted by a 1-chloro-1-aromatic ring and hydrogen fluoride to be used in the invention are available at a low price on a large scale. Reaction conditions are mild to give high selectivity and good yield. A high purity product can be obtained in an easy purification step. Further, the method uses a simple reactor and easy operation and does not require a highly toxic catalyst. The method is thus very useful for industrially producing the α,α-difluoroaromatic compound.

Inventors:

NISHINOMIYA TAKAYUKI
WATANABE MINEO
ISHII AKIHISA
YAMAZAKI TAKAKO

Application Number:

JP2012140032A

Publication Date:

January 16, 2014

Filing Date:

June 21, 2012

Export Citation:

Click for automatic bibliography generation Help

Assignee:

CENTRAL GLASS CO LTD

International Classes:

C07C17/21; C07C22/08; C07C25/13

Domestic Patent References:

JP2013180975A	2013-09-12
JP2013180976A	2013-09-12
JP2002500207A	2002-01-08
JPS5770826A	1982-05-01
JP2013180975A	2013-09-12
JP2013180976A	2013-09-12
JP2002500207A	2002-01-08
JPS5770826A	1982-05-01

Foreign References:

WO2010136138A1	2010-12-02
US6198011B1	2001-03-06
US6150499A	2000-11-21
US3200159A	1965-08-10
WO2010136138A1	2010-12-02
US6198011B1	2001-03-06
US6150499A	2000-11-21
US3200159A	1965-08-10

Other References:

JPN6015034843; Ｋｅｎ　ＭＡＴＳＵＤＡ　ｅｔ　ａｌ．: 'alpha-Ｆｌｕｏｒｏｓｔｙｒｅｎｅ：Ｐｒｅｐａｒａｔｉｏｎ、Ｐｒｏｐｅｒｔｉｅｓ、ａｎｄ　Ｐｏｌｙｍｅｒｉｚａｔｉｏｎ' Ｔｈｅ　Ｊｏｕｒｎａｌ　ｏｆ　Ｏｒｇａｎｉｃ　Ｃｈｅｍｉｓｔｒｙ２７, 1962, ４０１５-４０２０
JPN6015034844; ＨＡＭＭＡＮ，Ｓ．　ｅｔ　ａｌ．: 'Ｈｙｄｒｏｆｌｕｏｒｉｎａｔｉｏｎ　ａｎｄ　ｂｒｏｍｏｆｌｕｏｒｉｎａｔｉｏｎ　ｏｆ　ｈａｌｏ-ｓｕｂｓｔｉｔｕｔｅｄ　ｅｔｈｙｌ　ｃｉｎｎａｍａｔｅｓ　ａｎｄ　ｒｅｌａｔｅｄ　ｃｏｍｐｏｕｎｄｓ' Ｊｏｕｒｎａｌ　ｏｆ　Ｆｌｕｏｒｉｎｅ　ＣｈｅｍｉｓｔｒｙＶｏｌ．１３，　Ｎｏ．２, 1979, ｐ．１６３-７４
JPN6015034843; Ｋｅｎ　ＭＡＴＳＵＤＡ　ｅｔ　ａｌ．: 'alpha-Ｆｌｕｏｒｏｓｔｙｒｅｎｅ：Ｐｒｅｐａｒａｔｉｏｎ、Ｐｒｏｐｅｒｔｉｅｓ、ａｎｄ　Ｐｏｌｙｍｅｒｉｚａｔｉｏｎ' Ｔｈｅ　Ｊｏｕｒｎａｌ　ｏｆ　Ｏｒｇａｎｉｃ　Ｃｈｅｍｉｓｔｒｙ２７, 1962, ４０１５-４０２０
JPN6015034844; ＨＡＭＭＡＮ，Ｓ．　ｅｔ　ａｌ．: 'Ｈｙｄｒｏｆｌｕｏｒｉｎａｔｉｏｎ　ａｎｄ　ｂｒｏｍｏｆｌｕｏｒｉｎａｔｉｏｎ　ｏｆ　ｈａｌｏ-ｓｕｂｓｔｉｔｕｔｅｄ　ｅｔｈｙｌ　ｃｉｎｎａｍａｔｅｓ　ａｎｄ　ｒｅｌａｔｅｄ　ｃｏｍｐｏｕｎｄｓ' Ｊｏｕｒｎａｌ　ｏｆ　Ｆｌｕｏｒｉｎｅ　ＣｈｅｍｉｓｔｒｙＶｏｌ．１３，　Ｎｏ．２, 1979, ｐ．１６３-７４

Attorney, Agent or Firm:

Yoshiyuki Nishi

Previous Patent: LIQUID COMPOSITION FOR ORAL CAVITY

Next Patent: ARYLDICHLOROPHOSPHINE PRODUCTION METHOD