Title:
PROCESS FOR PRODUCING TOLUENE DERIVATIVES
Document Type and Number:
WIPO Patent Application WO/1999/029699
Kind Code:
A1
Abstract:
A process for producing toluene derivatives represented by general formula (2) (wherein R represents fluoro, chloro, alkoxy or alkylthio; and X represents halogeno), which comprises reacting a 2-chloro-6-substituted-toluene derivative represented by general formula (1) (wherein R is as defined above) with metallic magnesium in the presence of a lower-alkyl bromide in an ethereal solvent.
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Inventors:
YOSHIDA YASUO (JP)
HAMADA YUSUKE (JP)
MAGARIBUCHI KAGETOMO (JP)
TAKEUCHI HIROAKI (JP)
HAMADA YUSUKE (JP)
MAGARIBUCHI KAGETOMO (JP)
TAKEUCHI HIROAKI (JP)
Application Number:
PCT/JP1998/005571
Publication Date:
June 17, 1999
Filing Date:
December 09, 1998
Export Citation:
Assignee:
IHARA CHEMICAL IND CO (JP)
YOSHIDA YASUO (JP)
HAMADA YUSUKE (JP)
MAGARIBUCHI KAGETOMO (JP)
TAKEUCHI HIROAKI (JP)
YOSHIDA YASUO (JP)
HAMADA YUSUKE (JP)
MAGARIBUCHI KAGETOMO (JP)
TAKEUCHI HIROAKI (JP)
International Classes:
C07C319/20; C07F3/02; C07C323/62; (IPC1-7): C07F3/02; C07C41/06; C07C43/225; C07C63/04; C07C65/21; C07C51/15; C07C323/62; C07C319/20
Domestic Patent References:
| WO1997035851A1 | 1997-10-02 |
Foreign References:
| JPS63295520A | 1988-12-01 | |||
| JPH09508620A | 1997-09-02 | |||
| DE2527321A1 | 1976-12-23 | |||
| JPH10195017A | 1998-07-28 |
Other References:
IKOMA YOSHIHARU, NAOI YOSHITAKE, "Industrial Synthesis of 3-Chloro-2-Methylbiphenyl by Non-Ligated Nickel (II) Chloride-Catalyzed Cross-Coupling of Aryl Grignard Reagents with Haloarenes", NIPPON KAGAKKAISHI, (1998), (7), p. 514-517.
LAI YEE-HING, CHEN PU, DINGLE THOMAS W., "Synthesis and Diatropicity of Trans-10b, 10c-Dimethylacenaphthyleno(1,2:e)-10b, 10c-Dihydropyrene: A Model Aromatic Molecule to Verify the Effect of Conjugation on the Diatropicity of an Annulene", J. ORG. CHEM., (1997), 62(4), p. 916-924.
MILLER WILLIAM H., KU THOMAS W., ALI FADIA E., BONDINELL WILLIAM E., CALVO RAUL R., DAVIS LARRY D., ERHARD KARL F., HALL LEON B., HUFFMAN WILLIAM F., "Enantiospecific Synthesis of SB 214857, a Potent, Orally Active, Nonpeptide Fibrinogen Receptor Antagonist", TETRAHEDRON LETT., (1995), 36(52), p. 9433-9436.
BENNETAU BERNARD, MORTIER JACQUES, MOYROUD JOEEL, GUESNET JEAN-LUC, "Directed Lithiation of Unprotected Benzoic Acids", J. CHEM. SOC., PERKIN TRANS. 1, (1995), (10), p. 1265-1271.
TESTAFERRI L., TIECCO M., TINGOLI M., CHIANELLI D., MONTANUCCI M., "The Reactions of Unactivated Aryl Halides with Sodium Methoxide in HMPA. Synthesis of Phenols, Anisoles and Methoxyphenols", TETRAHEDRON, (1983), 39(1), p. 193-197.
LAI YEE-HING, CHEN PU, DINGLE THOMAS W., "Synthesis and Diatropicity of Trans-10b, 10c-Dimethylacenaphthyleno(1,2:e)-10b, 10c-Dihydropyrene: A Model Aromatic Molecule to Verify the Effect of Conjugation on the Diatropicity of an Annulene", J. ORG. CHEM., (1997), 62(4), p. 916-924.
MILLER WILLIAM H., KU THOMAS W., ALI FADIA E., BONDINELL WILLIAM E., CALVO RAUL R., DAVIS LARRY D., ERHARD KARL F., HALL LEON B., HUFFMAN WILLIAM F., "Enantiospecific Synthesis of SB 214857, a Potent, Orally Active, Nonpeptide Fibrinogen Receptor Antagonist", TETRAHEDRON LETT., (1995), 36(52), p. 9433-9436.
BENNETAU BERNARD, MORTIER JACQUES, MOYROUD JOEEL, GUESNET JEAN-LUC, "Directed Lithiation of Unprotected Benzoic Acids", J. CHEM. SOC., PERKIN TRANS. 1, (1995), (10), p. 1265-1271.
TESTAFERRI L., TIECCO M., TINGOLI M., CHIANELLI D., MONTANUCCI M., "The Reactions of Unactivated Aryl Halides with Sodium Methoxide in HMPA. Synthesis of Phenols, Anisoles and Methoxyphenols", TETRAHEDRON, (1983), 39(1), p. 193-197.
Attorney, Agent or Firm:
Hasegawa, Yoshiki (6F. 13-10, Kyobashi 2-chome Chuo-ku Tokyo, JP)
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