Process for preparing 3,3,3-trifluoroprop-1-ene
View Patent ↗The present application provides a process of preparing 3,3,3-trifluoroprop-1-ene, comprising reacting 3-chloro-1,1,1-trifluoropropane with a base in an aqueous solvent component in the absence of a phase transfer catalyst.
1. A process of preparing 3,3,3-trifluoroprop-1-ene, comprising reacting 3-chloro-1,1,1-trifluoropropane with a base in an aqueous solvent component, wherein the reacting is conducted in the absence of a phase transfer catalyst, wherein the aqueous solvent component does not comprise an organic solvent.
2. The process of claim 1 , wherein the base is an aqueous base.
3. The process of claim 2 , wherein the base is a metal hydroxide base, a metal carbonate base, a metal phosphate base, or a metal fluoride base.
4. The process of claim 2 , wherein the base is NaOH, KOH, LiOH, CsOH, Ca(OH) 2 , Zn(OH) 2 , Na 2 CO 3 , K 2 CO 3 , K 3 PO 4 , Na 3 PO 4 , KF, or CsF.
5. The process of claim 2 , wherein the base is KOH or NaOH.
6. The process of claim 1 , wherein about 0.01 to about 5 molar equivalents of base is used based on one molar equivalent of 3-chloro-1,1,1-trifluoropropane.
7. The process of claim 1 , wherein the reacting is conducted at a temperature of from about 20 ° C. to about 100 ° C.
8. The process of claim 1 , wherein the reacting is conducted at a pressure of about −10 psig to about 500 psig.
9. The process of claim 1 , wherein the reacting comprises mixing the 3-chloro-1,1,1-trifluoropropane and base with a mixing power of from about 0.1 to about 50 horsepower per 1000 gallons of the reaction mixture.
10. The process of claim 1 , wherein the reacting is conducted at a temperature of from about 35 ° C. to about 80° C. and at a pressure of about 5 psig to about 230 psig.
11. The process of claim 1 , wherein the 3-chloro-1,1,1-trifluoropropane is prepared by a process comprising reacting 1,1,1,3-tetrachloropropane with hydrofluoric acid.
12. The process of claim 1 , further comprising chlorinating 3,3,3-trifluoropropene to form 1,1,1-trifluoro-2,3-dichloropropane (HCFC-243db).
13. The process of claim 12 , wherein said chlorinating comprises reacting with chlorine or HCl/oxygen.
14. The process of claim 12 , comprising dehydrochlorinating 1,1,1-trifluoro-2,3-dichloropropane (HCFC-243db) to form 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf).
15. The process of claim 14 , comprising reacting the 1,1,1-trifluoro-2,3-dichloropropane (HCFC-243db) with caustic to form 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf).
16. The process of claim 14 , further comprising hydrofluorinating 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) with HF to form 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb).
17. The process of claim 14 , further comprising hydrofluorinating 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) with HF to form 2,3,3,3-tetrafluoropropene (HFO-1234yf).
18. The process of claim 16 , further comprising dehydrochlorinating 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) to form 2,3,3,3-tetrafluoropropene (HFO-1234yf).
19. The process of claim 16 , further comprising reacting 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) with caustic to form 2,3,3,3-tetrafluoropropene (HFO-1234yf).
20. A process of preparing 3,3,3-trifluoroprop-1-ene comprising reacting 3-chloro-1,1,1-trifluoropropane with aqueous NaOH, wherein the reacting is performed at a temperature of from about 35 ° C. to about 80° C. and at a pressure of from about 5 psig to about 230 psig, and wherein the reacting is conducted in the absence of a phase transfer catalyst and an organic solvent component.