Process for the reduction of carbonyl compounds
AssigneeKaneka Corporation
InventorsTadashi Sugawa, Tadashi Moroshima, Kenji Inoue, Kazunori Kan
Life of this patent
Estimating the term…
Abstract
The present invention provides a process for reducing carbonyl compounds to hydroxy compounds, in particular stereoselectively reducing .alpha.-aminohaloketone derivatives, under mild conditions in an easy and simple manner, which comprises reacting a carbonyl compound of the general formula (1) with an organoaluminum compound of the general formula (4) to provide the corresponding alcohol compound of the general formula (5). ##STR1##
Claims32
A process for reducing carbonyl compounds which comprises reacting a carbonyl compound of the general formula (1) ##STR18## wherein R.sup.1 and R.sup.2 each independently represents a substituted or unsubstituted alkyl group containing 1 to 30 carbon atoms, a substituted or unsubstituted aralkyl group containing 7 to 30 carbon atoms, a substituted or unsubstituted aryl group containing 6 to 30 carbon atoms, a cyano group, a hydrogen atom, a group of the general formula (2)
- CH.sub.n X.sub.3-n ( 2)
- in which X represents a halogen atom and n represents an integer of 0 to 2, or a group of the general formula (3) ##STR19## in which Y represents an alkoxyl group, an aralkyloxyl group, an amino group, an alkylamino group or an alkylthio group, provided that one of R.sup.1 and R.sup.2 is a substituted or unsubstituted alkyl group containing 1 to 30 carbon atoms, a substituted or unsubstituted aralkyl group containing 7 to 30 carbon atoms or a substituted or unsubstituted aryl group containing 6 to 30 carbon atoms, with an organoaluminum compound of the general formula (4) ##STR20## wherein R.sup.3 and R.sup.4 each independently represents a substituted or unsubstituted alkyl group containing 1 to 10 carbon atoms, a substituted or unsubstituted aralkyl group containing 7 to 20 carbon atoms or a substituted or unsubstituted aryl group containing 6 to 20 carbon atoms and R.sup.5 represents a substituted or unsubstituted primary alkyl group containing 1 to 20 carbon atoms, a substituted or unsubstituted secondary alkyl group containing 1 to 20 carbon atoms, a substituted or unsubstituted primary aralkyl group containing 7 to 30 carbon atoms or a substituted or unsubstituted secondary aralkyl group containing 7 to 30 carbon atoms, to provide the corresponding alcohol compound of the general formula (5) ##STR21## wherein R.sup.1 and R.sup.2 are as defined above.
A process for reducing carbonyl compounds which comprises reacting a carbonyl compound of the general formula (1) ##STR22## wherein R.sup.1 and R.sup.2 each independently represents a substituted or unsubstituted alkyl group containing 1 to 30 carbon atoms, a substituted or unsubstituted aralkyl group containing 7 to 30 carbon atoms, a substituted or unsubstituted aryl group containing 6 to 30 carbon atoms, a cyano group, a hydrogen atom, a group of the general formula (2)
- CH.sub.n X.sub.3-n ( 2)
- in which X represents a halogen atom and n represents an integer of 0 to 2, or a group of the general formula (3) ##STR23## in which Y represents an alkoxyl group, an aralkyloxyl group, an amino group, an alkylamino group or an alkylthio group, provided that one of R.sup.1 and R.sup.2 is a substituted or unsubstituted alkyl group containing 1 to 30 carbon atoms, a substituted or unsubstituted aralkyl group containing 7 to 30 carbon atoms or a substituted or unsubstituted aryl group containing 6 to 30 carbon atoms, with a compound prepared in advance from an organoaluminum compound of the general formula (10) ##STR24## wherein R.sup.3 and R.sup.4 each independently represents a substituted or unsubstituted alkyl group containing 1 to 10 carbon atoms, a substituted or unsubstituted aralkyl group containing 7 to 20 carbon atoms or a substituted or unsubstituted aryl group containing 6 to 20 carbon atoms, and an alcohol compound of the general formula (11)
- R.sup.5 --OH (11)
- wherein R.sup.5 represents a substituted or unsubstituted primary alkyl group containing 1 to 20 carbon atoms, a substituted or unsubstituted secondary alkyl group containing 1 to 20 carbon atoms, a substituted or unsubstituted primary aralkyl group containing 7 to 30 carbon atoms or a substituted or unsubstituted secondary aralkyl group containing 7 to 30 carbon atoms or a cycloalkyl group, to provide the corresponding alcohol compound of the general formula (5) ##STR25## wherein R.sup.1 and R.sup.2 are as defined above.
Dependencies are inferred from the claim text.