主权项 |
1. A method for producing a compound represented by Formula (1), the method comprising:
allowing a compound represented by Formula (2) to react with a compound represented by Formula (3) to derive a compound represented by Formula (4) (where R1 represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms in which one —CH2— moiety or at least two —CH2— moieties not adjoining each other are each independently optionally substituted with —O—, —S—, —COO—, —OCO—, or —CO—, A1 is a group selected from the group consisting of (a) a 1,4-cyclohexylene group (where one —CH2— moiety or at least two —CH2— moieties not adjoining each other are each independently optionally substituted with O— or —S—) and (b) a 1,4-phenylene group (where one —CH═ moiety or at least two —CH═ moieties not adjoining each other are optionally substituted with —N═, and a hydrogen atom is optionally substituted with a fluorine atom), Z1 represents —CH2O—, —OCH2—, —CF2O—, —OCF2—, —CH2CH2—, —CF2CF2—, —CH═CH—, —CF═CF—, —C≡C—, or a single bond, Y4 represents a hydrogen atom, a fluorine atom, or a chlorine atom, and m represents 0 or 1)
X1—CH2-(A2-Z2)n-A3-X2 (3) (where A2 represents the same as A1 in Formula (2), A3 represents a 1,4-phenylene group (where a hydrogen atom is optionally substituted with a fluorine atom), X1 represents a hydroxyl group, a chlorine atom, a bromine atom, an iodine atom, a tosyloxy group, a mesyloxy group, or a trifluoromethanesulfonyloxy group, X2 represents a chlorine atom, a bromine atom, or an iodine atom or is optionally a hydrogen atom in the case where A3 is a group selected from (A-1) or (A-2) Z2 represents the same as Z1 in Formula (2), and n represents 0 or 1) (where R1, A1, A2, A3, Z1, Z2, m, n, Y4, and X2 each independently represent the same as R1, A1, A2, A3, Z1, Z2, m, n, Y4, and X2 in Formula (2) or Formula (3));
allowing the compound represented by Formula (4) to react with metal or organic metal and optionally further substituting a metal of a prepared organometallic compound with another atom to prepare a compound represented by Formula (5) (where R1, A1, A2, A3, Z1, Z2, m, n, and Y4 each independently represent the same as R1, A1, A2, A3, Z1, Z2, m, n, and Y4 in Formula (4), and X3 represents MgX4, Li, Na, ZnX4, or CuX4 (where X4 represents a chlorine atom, a bromine atom, or an iodine atom) or represents a substituent represented by Formula (B-1) or (B-2) (where R2 and R3 each independently represent a linear or branched alkyl group having 1 to 5 carbon atoms, E represents —(CH2)p— in which one or more hydrogen atoms are each independently optionally substituted with a methyl group, and p represents 2, 3, or 4)); and allowing the compound represented by Formula (5) to react with a compound represented by Formula (6) (where Y1, Y2, and Y3 each independently represent a hydrogen atom, a fluorine atom, or a chlorine atom, and X5 represents a trifluoromethanesulfonyloxy group, a chlorine atom, a bromine atom, or an iodine atom) in the presence of a transition metal catalyst (where R1, A1, A2, A3, Z1, Z2, m, n, Y1, Y2, Y3, and Y4 each independently represent the same as R1, A1, A2, A3, Z1, Z2, m, n, Y1, Y2, Y3, and Y4 in Formula (5) or (6)), wherein in the case where X1 is a hydroxyl group, the reaction of the compound represented by Formula (2) with the compound represented by Formula (3) is condensation in the presence of a dehydrating condensation agent, and in the case where X1 is a chlorine atom, a bromine atom, an iodine atom, a tosyloxy group, a mesyloxy group, or a trifluoromethanesulfonyloxy group, the reaction is an etherification reaction in the presence of a base. |