Hydrochloric Acid → HCID 178430796, compound

2.23 g of racemic (2-isopropyl-5,5-dimethyl-4-thiazolidinyl)phosphinic acid and 0.77 g of hydroxylamine hydrochloride were dissolved in 15 ml of de-oxygenated water containing 0.48 g of sodium hydroxide and 15 ml of chloroform were added. The mixture was heated under reflux for 1 hour, cooled to room temperature and 3 ml of concentrated hydrochloric acid were added. The chloroform layer was removed and the aqueous layer was extracted with two 15 ml portions of chloroform. The aqueous layer was filtered, evaporated to dryness (twice with ethanol) and the residue was suspended in 15 ml of ethanol and treated with 10 ml of acetone. The mixture was heated under reflux for 0.5 hour, cooled to room temperature and filtered. The filtrate was treated with 1.5 ml of propylene oxide. The mixture was cooled at 0°-5° C. for 2 hours. The resulting solid was collected, washed with isopropanol and dried, there being obtained 1.5 g of DL-(2,2,5,5-tetramethyl-4-thiazolidinyl)phosphinic acid of melting point 190° C. (decomposition).

1. additionwere added
2. temperatureThe mixture was heated
3. temperatureunder reflux for 1 hour
4. customThe chloroform layer was removed
5. extractionthe aqueous layer was extracted with two 15 ml portions of chloroform
6. filtrationThe aqueous layer was filtered
7. customevaporated to dryness (twice with ethanol) and the residue
8. additiontreated with 10 ml of acetone
9. temperatureThe mixture was heated
10. temperatureunder reflux for 0.5 hour
11. temperaturecooled to room temperature
12. filtrationfiltered
13. additionThe filtrate was treated with 1.5 ml of propylene oxide
14. temperatureThe mixture was cooled at 0°-5° C. for 2 hours
15. customThe resulting solid was collected
16. washwashed with isopropanol
17. customdried

ORD record

ord-7f5541d95ad443e084355454a3c24a67

Source dataset

uspto-grants-1984_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04469686