	US 7,501,545 B2
	Fluorine-containing 3,5-OXO-1,6-heptadiene derivative and method of producing the same
Yushi Kaneko, Shizuoka (Japan); and Naoyuki Hanaki, Minami-ashigara (Japan)
Assigned to FUJIFILM Corporation, Tokyo (Japan)
Filed on Mar. 13, 2007, as Appl. No. 11/717,144.
Claims priority of application No. 2006-069882 (JP), filed on Mar. 14, 2006.
Prior Publication US 2007/0244281 A1, Oct. 18, 2007
Int. Cl. C07C 43/30 (2006.01)

U.S. Cl. 568—596

2 Claims

1. A method of producing a compound represented by formula (IV), comprising: <Step 1>, <Step 2>, and <Step 3-1>, each described below:

<Step 1> subjecting a compound represented by formula (I) to fluorination, to obtain a compound represented by formula (II);

<Step 2> subjecting the compound represented by formula (II) to at least one of thermal decomposition and hydrolysis, to obtain a compound represented by formula (III-A) or (III-B); and

<Step 3-1> subjecting the compound represented by formula (III-A) or (III-B) to thermal decomposition, to obtain the compound represented by formula (IV):

wherein, in formula (I), R¹and R², which are the same or different from each other, each independently represent a hydrogen atom, a halogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, an aryl group, or an alkoxycarbonyl group, or R¹and R²may bond together to form a ring; X¹represents a hydrogen atom or a halogen atom; and Y represents an alkoxycarbonyl group, or —CH₂OCOR³, in which R³represents an alkyl group, a cycloalkyl group, or an aryl group;

wherein, in formula (II), R^1Fand R^2F, which are the same or different from each other, each independently represent a halogen atom, a fluorine-containing alkyl group, a fluorine-containing cycloalkyl group, or a fluorine-containing alkoxy group, or R^1Fand R^2Fmay bond together to form a ring; X^1Frepresents a halogen atom; Y^Frepresents a fluorine-containing alkoxycarbonyl group, or —CF₂OCOR^3F, in which R^3Frepresents a fluorine-containing alkyl group or a fluorine-containing cycloalkyl group; and when X¹, Y, R¹and R²in formula (I) do not change before and after the <Step 1>, X^1F, Y^F, R^1Fand R^2Fhave the same meanings as X¹, Y, R¹and R²in formula (I), respectively;

wherein, in formula (III-A), X^1F, R^1Fand R^2Fhave the same meanings as those in formula (II), respectively; X^1Frepresents a halogen atom; R^1Fand R^2F, which are the same or different from each other, each independently represent a halogen atom, a fluorine-containing alkyl group, a fluorine-containing cycloalkyl group, or a fluorine-containing alkoxy group, or R^1Fand R^2Fmay bond together to form a ring; and X^2Frepresents a halogen atom;

wherein, in formula (III-B), X^1F, R^1Fand R^2Fhave the same meanings as those in formula (II), respectively; X^1Frepresents a halogen atom; R^1Fand R^2F, which are the same or different from each other, each independently represent a halogen atom, a fluorine-containing alkyl group, a fluorine-containing cycloalkyl group, or a fluorine-containing alkoxy group, or R^1Fand R^2Fmay bond together to form a ring; and M represents a metal compound;

wherein, in formula (IV), R^1Fand R^2Fhave the same meanings as those in formula (II), respectively, and R^1Fand R^2F, which are the same or different from each other, each independently represent a halogen atom, a fluorine-containing alkyl group, a fluorine-containing cycloalkyl group, or a fluorine-containing alkoxy group, or R^1Fand R^2Fmay bond together to form a ring.