Methanol → HCID 88835505, compound

A mixture of 7.2 g. of hydroxylamine hydrochloride, 15 ml. of triethylamine, and 100 ml. of methanol was stirred until the solutes dissolved. There was then added 8.1 g. of 1-aminocyclopentane carboxylic acid N-carboxyanhydride (NCA), followed, after the initial gas evolution ceased, by another 8.1 g. batch. After stirring the mixture at room temperature for 30 minutes, 250 ml. of isopropanol was added. The system was filtered, the filtrate was evaporated nearly to dryness, and the concentrate was extracted with 100 ml. of water and adjusted to pH 2.0 with HCl. The extract was evaporated to near dryness, taken up in a mixture of 200 ml. of isopropanol and 50 ml. of methanol, concentrated to 50 ml., and chilled. The crystalline precipitate, weighing 9.5 g., was recrystallized from methanolisopropanol, finally yielding 6 g.

1. additionA mixture of 7.2 g
2. dissolutiondissolved
3. additionThere was then added 8.1 g
4. filtrationThe system was filtered
5. customthe filtrate was evaporated nearly to dryness
6. extractionthe concentrate was extracted with 100 ml
7. customThe extract was evaporated
8. additiontaken up in a mixture of 200 ml
9. concentrationof methanol, concentrated to 50 ml
10. temperature, and chilled
11. custom, was recrystallized from methanolisopropanol
12. customfinally yielding 6 g

ORD record

ord-87ab43991a734bba86a62ca03c031b58

Source dataset

uspto-grants-1976_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03997594