Hydroxylamine → HCID 10063584, compound

Temperature

0 °C

To a solution of 7-(4-chloro-benzenesulfinyl)-heptanoic acid ethyl ester (0.5 g, 1.6 mmol) in distilled THF (10 mL) containing 50% aqueous hydroxylamine (0.9 mL, 13.6 mmol) was added at 0° C. a solution of potassium hydroxide in methanol (2.5 mL, 1M, 2.5 mmol) in a dropwise manner. After stirring at 0° C. for 1 h, distilled water (10 mL) was added and the mixture was made neutral by dropwise addition of concentrated hydrochloric acid (10 M) at 0° C. The aqueous solution was extracted with ethyl acetate (2×25 mL) and the combined extracts were washed with brine (25 mL), dried over anhydrous MgSO4, filtered and evaporated to dryness. The residue was recrystallised from ethyl acetate to give the title compound (0.4 g, 83%) as a white powder, mp 103-105° C.

1. distillationdistilled water (10 mL)
2. additionwas added
3. additionthe mixture was made neutral by dropwise addition of concentrated hydrochloric acid (10 M) at 0° C
4. extractionThe aqueous solution was extracted with ethyl acetate (2×25 mL)
5. washthe combined extracts were washed with brine (25 mL)
6. dry with materialdried over anhydrous MgSO4
7. filtrationfiltered
8. customevaporated to dryness
9. customThe residue was recrystallised from ethyl acetate

ORD record

ord-f73d5e88fd51432c86f726450ef74022

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07683185B2