Methane → HCID 11789402, compound

A mixture of 3-(N-ethoxycarbonyl-N-ethoxycarbonyloxyamino)-trans-1-propenylphosphonic acid (8.53 g.) and 1 N hydrochloric acid (250 ml.) was refluxed for 16 hours. The resultant mixture was concentrated under reduced pressure to give a residue, which was dissolved in water (30 ml.). The aqueous solution was treated with activated charcoal (0.5 g.) and concentrated under reduced pressure to give an oily residue (5.85 g.), which was dissolved in water (10 ml.). The aqueous solution was passed through a column of anion exchange resin, Amberlite IRA 400 (100 ml.). The column was washed with water (600 ml.) and the object compound was eluted with 1 N hydrochloric acid (300 ml.). The eluate was concentrated under reduced pressure to give an oily residue (3.9 g.), to which were added ethanol (10 ml.) and water (2 ml.). The mixture was adjusted to pH 4-4.5 with pyridine and then to the mixture was added ethanol (30 ml.). The supernatant was removed by decantation to give residue, which was pulverized with ethanol (30 ml.) to give powdery 3-(N-hydroxyamino)-trans-1-propenylphosphonic acid (2.38 g.).

1. temperaturewas refluxed for 16 hours
2. concentrationThe resultant mixture was concentrated under reduced pressure
3. customto give a residue, which
4. concentrationconcentrated under reduced pressure
5. customto give an oily residue (5.85 g.), which
6. washThe column was washed with water (600 ml.)
7. washthe object compound was eluted with 1 N hydrochloric acid (300 ml.)
8. concentrationThe eluate was concentrated under reduced pressure
9. customto give an oily residue (3.9 g.)
10. customThe supernatant was removed by decantation
11. customto give residue, which

ORD record

ord-555f5c4c228649d3a0ce8a69fac7c48c

Source dataset

uspto-grants-1980_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04206156