isobutyl P-(4-aminobut-2-yl)-P-methyl-phosphinate → (3-Amino-1-methyl-propyl)-methyl-phosphinic acid

A solution of 21.5 g of isobutyl P-(4-aminobut-2-yl)-P-methyl-phosphinate in 80 ml of 36% aqueous hydrochloric acid is heated to reflux for a period of 10 hours. The reaction mixture is then allowed to cool to room temperature, concentrated under reduced pressure, and co-evaporated twice with 100 ml of water. The crude material is dissolved in water, washed with chloroform, and the aqueous layer treated with activated charcoal. The aqueous solution is filtered hot, evaporated to dryness, the crude product is dissolved in 50 ml of methanol and treated with 1-2 ml of propylene oxide. The hygroscopic solid is filtered and triturated with acetone. After drying, P-(4-aminobut-2-yl)-P-methyl-phosphinic acid is obtained as a hygroscopic solid, m.p. 68°-75°, 3P-NMR spectrum: δ=+46.5 ppm (D2O).

1. temperatureto reflux for a period of 10 hours
2. concentrationconcentrated under reduced pressure
3. dissolutionThe crude material is dissolved in water
4. washwashed with chloroform
5. additionthe aqueous layer treated with activated charcoal
6. filtrationThe aqueous solution is filtered hot
7. customevaporated to dryness
8. dissolutionthe crude product is dissolved in 50 ml of methanol
9. additiontreated with 1-2 ml of propylene oxide
10. filtrationThe hygroscopic solid is filtered
11. customtriturated with acetone
12. customAfter drying

ORD record

ord-068af91a39184c53838690b3caaa0cc8

Source dataset

uspto-grants-1996_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05567840