US 9,284,248 B2 · Process for producing α-fluoroaldehydes

Abstract

A production process of an α-fluoroaldehyde according to the present invention includes reaction of an α-fluoroester with hydrogen gas (H2) in the presence of a ruthenium complex. It is possible in the present invention to allow relatively easy industrial production of the α-fluoroaldehyde and to directly obtain, as stable synthetic equivalents of the α-fluoroaldehyde, not only a hydrate (as obtained by conventional techniques) but also a hemiacetal that is easy to purify and is of high value in synthetic applications. The present invention provides solutions to all problems in the conventional techniques and establishes the significantly useful process for production of the α-fluoroaldehyde.

Claims19

Dependent claims

A process for producing an α-fluoroaldehyde of the general formula [3]

comprising the step of:
reacting an α-fluoroester of the general formula [1] with hydrogen gas (H2) in the presence of a homogeneous ruthenium catalyst and a base,
where R1 represents a halogen atom or a haloalkyl group;
and R2 represents an alkyl group or a substituted alkyl group

1 more element

Dependencies are inferred from the claim text.

Facts

Application

14/667,753Filed 25 Mar 2015 · division

Priority

JP 2011-1701943 Aug 2011

Published

US 2015/0197473 A116 Jul 2015

Granted

15 Mar 2016

Term ends

Not estimatedThe source records don’t support an estimate.

Classification7 codes

C07C 45/41
Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds: by hydrogenolysis…
B01J 31/189
Containing nitrogen, phosphorus, arsenic or antimony as complexing atoms, e.g. in pyridine ligands, or in resonance therewith, e.g. in…
C07C 41/50
Preparation of compounds having [IMAGE cpc-sch-C07C-0958.gif] groups: by reactions producing [IMAGE cpc-sch-C07C-0958.gif] groups
B01J 2231/641
Reductions in general of organic substrates, e.g. hydride reductions or hydrogenations: hydrogenation of organic substrates, i.e. H2 or H-transfer…

Family

PCT/JP2012/068639Parent of this division · filed 24 Jul 2012

US 2015/0197473 A1Pre-grant publication · published 16 Jul 2015

Application14/233,629Parent of this division

US 9,024,075 B2Parent of this division

US 2014/0194654 A1Published application

US 9,284,248 B2This patent

From the US filing history. Foreign family members aren’t listed.

Process for producing α-fluoroaldehydes

Life of this patent

Process for producing α-fluoroaldehydes

Life of this patent

Abstract

Claims19