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US4053521A Expired / Lapsed US ⏱️ 0.0 years remaining

Asymmetrical hydrogenation by means of optically active aluminum hydride derivatives

Assignee: Anic SpA
•
Filing: 1976-05-10
•
Granted: 1977-10-11
•
Expires: 1996-05-10
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Abstract

Abstract A prochiral or racemic substrate such as a prochiral ketone is converted into an optically active product through a process wherein said substrate is subjected to an asymmetric hydrogen transfer reaction by means of an optically active amino-alane or polyimino-alane represented by the formula H.sub.2 AlNR.sub.1 R.sub.2, H Al(NR.sub.1 R.sub.2).sub.2 or (H AlNR).sub.n wherein R, R 1 and R 2 are alkyl, aryl or cycloalkyl radicals, n is an integer higher than 4, and which contains an Al -- N direct bond and an Al -- H bond per aluminum atom, and the third substituent bound to aluminum is halogen, --H, ##STR1## or --OR wherein R has the aforesaid meaning, and wherein the asymmetry center is constituted by a primary or secondary amine group containing an optically active alkyl radical.

Inventors

  • 👤 Matteo Giongo
  • 👤 Walter Marconi
  • 👤 Nicola Palladino
  • 👤 Francesco Di Gregorio

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 02:50
CPC Classifications
C; C07; C07C; C07C209/00; C07C209/44; C07C209/52; C07C29/00; C07C29/132; C07C29/136; C07C29/143; C07C51/00; C07C51/347; C07C51/36; C07C51/42; C07C51/487; C07F; C07F5/00; C07F9/00; C07F9/02; C07F9/28; C07F9/50

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 51 words
A process for asymmetrically hydrogenating acetophenone to an optically active product which comprises contacting acetophenone with N-methyl phenethylamino-alane in the presence of an organic solvent at a temperature in the range of from -100° to +150° C. and thereafter subjecting the reaction mixture to hydrolysis to obtain the optically active product.
Claim 2
Dependent Claim 51 words
A process for asymmetrically hydrogenating acetophenone to an optically active product which comprises contacting acetophenone with N-methyl phenethylamino-alane in the presence of an organic solvent at a temperature in the range of from -100° to +150° C. and thereafter subjecting the reaction mixture to hydrolysis to obtain the optically active product.
Claim 3
Dependent Claim 48 words
A process for asymetrically hydrogenating acetophonone to an optically active product which comprises contacting acetophenone with (+) pipecolino-alane in an organic solvent at a temperature in the range of from -100° to +150° C. and thereafter subjecting the reaction mixture to hydrolysis to obtain the optically active product.
Claim 4
Dependent Claim 48 words
A process for asymetrically hydrogenating acetophonone to an optically active product which comprises contacting acetophenone with (+) pipecolino-alane in an organic solvent at a temperature in the range of from -100° to +150° C. and thereafter subjecting the reaction mixture to hydrolysis to obtain the optically active product.
Claim 5
Dependent Claim 47 words
A process for asymetrically hydrogenating acetophenone which comprises contacting acetophenone with poly ( (-) phenethyl) imino alane in an organic solvent at a temperature in the range of from -100° to +150° C. and thereafter subjecting the reaction mixture to hydrolysis to obtain the optically active product.
Claim 6
Dependent Claim 47 words
A process for asymetrically hydrogenating acetophenone which comprises contacting acetophenone with poly ( (-) phenethyl) imino alane in an organic solvent at a temperature in the range of from -100° to +150° C. and thereafter subjecting the reaction mixture to hydrolysis to obtain the optically active product.

References Cited (Backward Citations)

US3852262A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-10-10 1981-04-11 1981-10-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-10-10 1985-04-11 1985-10-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-10-10 1989-04-11 1989-10-11 $7700.00 Window Closed / Lapsed

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