IP Library Granted Patent US 8,080,674
Granted Patent B2
US 8,080,674 · App. 12/483,918 · Granted Dec 20, 2011

Preparation of polymer-free R-(+)-α-lipoic acid magnesium salt

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Quick Facts
Patent No.
US 8,080,674
App. No.
12/483,918
Granted
Dec 20, 2011
Kind
B2
Abstract

R-α-Lipoic acid and its homologs are converted to their magnesium salts in the presence of a reduced form of the acid, dihydro-(+)-lipoic acid in the case of R-α-lipoic acid itself. The reduced form serves as a polymerization inhibitor, resulting in a Mg di-R-α-lipoate product of higher purity. The reduced acid retained in the product tends to convert to the starting acid, thereby avoiding the inclusion of an extraneous polymerization inhibitor in the product.

Claims (12)

1. A process for the formation of a magnesium salt of a cyclic dithio compound of the formula

wherein R 2 is C 2 -C 6 alkyl, said process comprising reacting said compound with a magnesium alkoxide in the presence of about 0.5 to about 25 parts by weight of a compound having the formula

per 100 parts by weight of said cyclic dithio compound.

2. The process of claim 1 wherein R 2 is n-butyl.

3. The process of claim 1 wherein said magnesium alkoxide is dimethoxy magnesium.

4. The process of claim 1 wherein R 2 is n-butyl, and said magnesium alkoxide is dimethoxy magnesium.

5. The process of claim 1 performed in an alcohol solvent.

6. The process of claim 4 wherein said alcohol solvent is isopropyl alcohol.

7. The process of claim 1 performed in the presence of about 1 to about 10 parts by weight of compound (II) per 100 parts by weight of compound (I).

8. The process of claim 1 performed with compound (I) in stoichiometric excess relative to said magnesium alkoxide.

9. The process of claim 1 performed at a temperature of 20° C. or less.

10. The process of claim 1 performed at a temperature of less than 18° C.

Assignments (11)
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT STATEMENT THAT THIS DOCUMENT SERVES AS AN OATH/DECLARATION PREVIOUSLY RECORDED AT REEL: 047383 FRAME: 0438. ASSIGNOR(S) HEREBY CONFIRMS THE TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS. Recorded Nov 5, 2018
From: KEYBANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: AMPAC FINE CHEMICALS LLC
Reel/Frame 047422/0852 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS Recorded Aug 31, 2018
From: KEYBANK NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: AMPAC FINE CHEMICALS LLC
Reel/Frame 047383/0437 →
GRANT OF SECURITY INTEREST IN PATENTS Recorded Aug 3, 2018
From: AMPAC FINE CHEMICALS LLC
To: KEYBANK NATIONAL ASSOCIATION
Reel/Frame 046703/0605 →
RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT R/F: 032365/0398 Recorded Dec 15, 2015
From: JEFFERIES FINANCE LLC, AS ADMINISTRATIVE AGENT
To: AMPAC FINE CHEMICALS LLC
Reel/Frame 037300/0399 →
SECURITY AGREEMENT Recorded Feb 27, 2014
From: AMPAC FINE CHEMICALS LLC
To: JEFFERIES FINANCE LLC, AS ADMINISTRATIVE AGENT
Reel/Frame 032365/0398 →
PATENT RELEASE AND REASSIGNMENT (R/F 029370/0835) Recorded Feb 27, 2014
From: KEYBANK NATIONAL ASSOCIATION, AS AGENT
To: AMPAC FINE CHEMICALS LLC
Reel/Frame 032363/0222 →
COLLATERAL ASSIGNMENT AND SECURITY INTEREST OF PATENTS Recorded Nov 28, 2012
From: AMPAC FINE CHEMICALS LLC
To: KEYBANK NATIONAL ASSOCIATION
Reel/Frame 029370/0835 →
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE FROM AMERICAN FINE CHEMICALS LLC TO AMPAC FINE CHEMICALS LLC PREVIOUSLY RECORDED ON REEL 029203 FRAME 0091. ASSIGNOR(S) HEREBY CONFIRMS THE RELEASE BY SECURED PARTY. Recorded Nov 5, 2012
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: AMPAC FINE CHEMICALS LLC
Reel/Frame 029245/0597 →
RELEASE OF SECURITY INTEREST Recorded Oct 26, 2012
From: WELLS FARGO BANK, NATIONAL ASSOCIATION
To: AMERICAN FINE CHEMICALS LLC
Reel/Frame 029203/0091 →
SECURITY AGREEMENT Recorded Feb 2, 2011
From: AMPAC FINE CHEMICALS LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 025732/0985 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 9, 2010
From: CHIU, FANG-TING
To: AMPAC FINE CHEMICALS LLC.
Reel/Frame 023918/0074 →