Hydroxylamine → HCID 9993471, compound

Temperature

0 °C

To a solution of 6-(4-chlorophenylsulfanyl)-hexanoic acid methyl ester (0.59 g, 2.2 mmol) in distilled THF (13 mL) containing 50% aqueous hydroxylamine (1.3 mL, 19.6 mmol) was added at 0° C. a solution of potassium hydroxide in methanol (1M, 3.5 mL, 3.5 mmol) in a dropwise manner. After stirring at 0° C. for 1 h, distilled water (13 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 (20 mL), dried over anhydrous MgSO4, filtered and evaporated to dryness. The residue was recrystallised from acetone to give the title compound (0.54 g, 90%) as a white powder, mp 83-85° C.

1. distillationdistilled water (13 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 (20 mL)
6. dry with materialdried over anhydrous MgSO4
7. filtrationfiltered
8. customevaporated to dryness
9. customThe residue was recrystallised from acetone

ORD record

ord-f2d9cbd70e264a698885fd6f81635385

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07683185B2