Processes for preparing solid tocopherol succinate calcium and magnesium salts
View Patent ↗Processes for preparing salts of alcohol polybasic acid partial esters are described wherein an alcohol polybasic acid partial ester is reacted with a compound selected from the group consisting of metal oxides, metal hydroxides, metal carbonates and mixtures thereof.
1. A process for preparing d-α-tocopherol calcium succinate, the process comprising:
(a) providing d-α-tocopherol succinate; and
(b) reacting the d-α-tocopherol succinate with an equivalent excess of a metal compound selected from the group consisting of calcium oxide and calcium hydroxide at a temperature of from 50 to 70° C. in a liquid solvent comprising a monohydric C1–4 alcohol with or without water as a co-solvent.
2. The process according to claim 1 , wherein the liquid solvent is methanol without water as a co-solvent.
3. The process according to claim 1 , wherein the liquid solvent is methanol which contains less than 0.5% water.
4. The process according to claim 1 , wherein the metal compound is reacted with tocopherol succinate or mixture of tocopherol succinates in an equivalent ratio of 1.1:1 or greater.
5. A process for preparing a tocopherol metal succinate, the process comprising:
(a) providing a tocopherol succinate or a mixture of tocopherol succinates; and
(b) reacting the tocopherol succinate or a mixture of tocopherol succinates with an equivalent excess of a metal compound selected from the group consisting of calcium oxide, calcium hydroxide, calcium carbonate, magnesium oxide, magnesium hydroxide and zinc oxide at a temperature of from 50 to 70° C. in a liquid solvent comprising a monohydric C1–4 alcohol with or without water as a co-solvent.
6. The process according to claim 5 , wherein the tocopherol is selected from alpha (α-), beta (β-), gamma (γ-) and delta (δ-) homologues of tocopherol, tocomonoenols, tocodienols and tocotrienols and mixtures thereof.
7. The process according to claim 5 , wherein the tocopherol is a naturally derived tocopherol.
8. The process according to claim 5 , wherein the tocopherol is d-α-tocopherol.
9. The process according to claim 5 , wherein the metal compound is calcium oxide or calcium hydroxide.
10. The process according to claim 5 , wherein the liquid solvent is methanol without water as a co-solvent.
11. The process according to claim 5 , wherein the liquid solvent is methanol which contains less than 0.5% water.
12. The process according to claim 5 , wherein the metal compound is reacted with the tocopherol succinate or mixture of tocopherol succinates in an equivalent ratio 1.05:1 or greater.
13. The process according to claim 7 , wherein the metal compound is calcium oxide or calcium hydroxide and is reacted with the naturally derived tocopherol succinate in an equivalent ratio of 1.1:1 or greater.
14. The process according to claim 13 , further comprising recovering the solid d-α-tocopherol calcium succinate product of step (b) by filtration.
15. The process according to claim 5 , further comprising recovering the solid tocopherol metal succinate product of step (b) by filtration.
16. A process for preparing solid d-α-tocopherol calcium succinate, the process comprising:
(a) providing d-α-tocopherol succinate; and
(b) reacting the d-α-tocopherol succinate with an equivalent excess of a metal compound selected from the group consisting of calcium hydroxide at a temperature of from 50 to 70° C. in a liquid solvent comprising methanol, and
(c) filtering the reaction mixture to recover the solid d-α-tocopherol calcium succinate.
17. The process according to claim 16 , wherein the methanol contains less than 0.5% water.
18. The process according to claim 16 , wherein the metal compound is reacted with the tocopherol succinate or mixture of tocopherol succinate in an equivalent ratio of 1.1:1 or greater.