US 11,685,702 B2
Method for producing arene compounds and arene compounds produced by the same
Il Nam Jung, Yongin-si (KR); A Ra Cho, Seongnam-si (KR); Seung Hwan Kang, Seoul (KR); and Young Min Kim, Seongnam-si (KR)
Assigned to JSI SILICONE CO., Seongnam-si (KR)
Filed by JSI Silicone Co., Seongnam-si (KR)
Filed on Dec. 7, 2020, as Appl. No. 17/113,695.
Claims priority of application No. 10-2019-0171734 (KR), filed on Dec. 20, 2019; application No. 10-2020-0015255 (KR), filed on Feb. 7, 2020; and application No. 10-2020-0103421 (KR), filed on Aug. 18, 2020.
Prior Publication US 2021/0188739 A1, Jun. 24, 2021
Int. Cl. C07C 2/86 (2006.01); C07C 17/266 (2006.01); C07C 15/50 (2006.01); C07C 15/58 (2006.01); C07C 25/24 (2006.01); C07C 15/60 (2006.01); C07C 45/69 (2006.01); C07C 49/796 (2006.01); C07C 15/62 (2006.01); C07C 43/285 (2006.01); C07C 41/30 (2006.01); C07C 15/24 (2006.01); C07C 15/16 (2006.01); C07C 15/20 (2006.01); C07F 7/18 (2006.01); C07C 319/20 (2006.01); C07C 321/28 (2006.01); C07F 7/12 (2006.01); C07C 15/44 (2006.01)
CPC C07C 2/861 (2013.01) [C07C 15/16 (2013.01); C07C 15/20 (2013.01); C07C 15/24 (2013.01); C07C 15/44 (2013.01); C07C 15/50 (2013.01); C07C 15/58 (2013.01); C07C 15/60 (2013.01); C07C 15/62 (2013.01); C07C 17/266 (2013.01); C07C 25/24 (2013.01); C07C 41/30 (2013.01); C07C 43/285 (2013.01); C07C 45/69 (2013.01); C07C 49/796 (2013.01); C07C 319/20 (2013.01); C07C 321/28 (2013.01); C07F 7/12 (2013.01); C07F 7/127 (2013.01); C07F 7/1804 (2013.01); C07F 7/1892 (2013.01); C07C 2603/24 (2017.05); C07C 2603/50 (2017.05); C07C 2603/52 (2017.05)] 12 Claims
 
1. A method for producing an alkyl arene compound represented by Formula 3-1 produced by the Friedel-Crafts alkylation reaction, the method comprising reacting a compound represented by Formula 1 with a compound represented Formula 2-1 in the presence of an organic phosphine compound as a catalyst, where:

OG Complex Work Unit Chemistry
Formula 1
Ar—(R1)z
in Formula 1, Ar=benzene, naphthalene, anthracene, anthrone, biphenyl, terphenyl, anthraquinone, pyrene, perylene, biphenyl ether, biphenyl sulfide, anisole, fluorene, thioanisole, tetracene, phenanthrene, biphenyl sulfide, or pentacene; R1=F, Cl, Br, I, an alkyl group or phenyl group comprising an alkyl group or phenyl group having 1 to 8 carbon atoms, or a diphenyl methyl group; and z=0, 1, 2, 3, 4, or 5 and each R1 has the same or different structure

OG Complex Work Unit Chemistry
in compounds of Formula 2-1, R2=H, Me, CH2Cl or CH2Br; R3=H, Me, Ph, CH2Cl, or CH2Br; R4=H, Me, CH2Cl, or CH2Br; R5=H or Me; and X=Cl, Br, or I.