Hydroxyamine hydrochloride → HCID 86751441, compound

To a solution of 3-phenylthiocyclopentanone (Syn. Commun., 1987, 17, 1607) (6.00 g, 30 mmol) in dry pyridine (50 ml) was added hydroxylamine hydrochloride (3.20 g, 45 mmol) and the reaction mixture was stirred for 3 h at room temperature. After the solvent was evaporated off, the residue was partitioned between water (50 ml) and ethyl acetate (100 ml), the aqueous layer separated and extracted with ethyl acetate (100 ml). The combined organic layer was washed with 1N aqueous hydrochloric acid (100 ml), saturated aqueous sodium hydrogen carbonate solution (100 ml) and brine (100 ml), dried (MgSO4) and concentrated under reduced pressure to afford 6.10 g (98%) of the title compound as a pale yellow oil: 1 H NMR δ7.42-7.38 (m, 2H), 7.33-7.22 (m, 3H), 3.71 (m, 1H), 3.00-3.24 (m, 4H), 2.16 (m, 1H), 1.86 (m, 1H).

1. customAfter the solvent was evaporated off
2. customthe residue was partitioned between water (50 ml) and ethyl acetate (100 ml)
3. customthe aqueous layer separated
4. extractionextracted with ethyl acetate (100 ml)
5. washThe combined organic layer was washed with 1N aqueous hydrochloric acid (100 ml), saturated aqueous sodium hydrogen carbonate solution (100 ml) and brine (100 ml)
6. dry with materialdried (MgSO4)
7. concentrationconcentrated under reduced pressure

ORD record

ord-6cb8bfbf8cac4f08b864bdef76d61102

Source dataset

uspto-grants-1997_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05681858