O-Methylhydroxylamine hydrochloride → HCID 86015016, compound

HRID 656437Notes

Reaction equation

HRID 656437 reaction equation
[N:1]1([C:7]2[CH:8]=[C:9]3[C:13](=[CH:14][CH:15]=2)[C:12](=O)[CH2:11][CH2:10]3)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl.[CH3:18][O:19][NH2:20]>N1C=CC=CC=1>[CH3:18][O:19][N:20]=[C:12]1[C:13]2[C:9](=[CH:8][C:7]([N:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)=[CH:15][CH:14]=2)[CH2:10][CH2:11]1

Participants

4

Reactant 2

HCID 521874O-Methylhydroxylamine hydrochlorideHCID 222283835-(Piperidin-1-yl)-2,3-dihydro-1H-inden-1-one

Product 1

HCID 86015016HCID 86015016, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

5-Piperidin-1-ylindan-1-one (4.31 g, 20 mmol) in pyridine (20 ml) was treated with methoxyamine hydrochloride (1.84 g, 22 mmol). After stirring at ambient temperature for 40 hours, the solvent was removed under vacuum and the residue taken in water and extracted with diethyl ether. The combined organic layers were washed with water, dried with magnesium sulfate, filtered, and the filtrate was removed under vacuum to provide the title compound which was used without further purification. 1H NMR (CDCl3) δ 1.56-1.73 (m, 6H), 2.78-2.89 (m, 1H), 2.91-3.02 (m, 1H), 3.20-3.30 (m, 2H), 3.95 (s, 3H), 6.78 (m, 1H), 6.84 (m, 1H), 7.54 (d, 1H); MS (DCI): 245 (M+H)+.

Workup

  1. customthe solvent was removed under vacuum
  2. extractionextracted with diethyl ether
  3. washThe combined organic layers were washed with water
  4. dry with materialdried with magnesium sulfate
  5. filtrationfiltered
  6. customthe filtrate was removed under vacuum

Sources & evidence

ORD record
ord-0e23f0ee91ee42578eef3ed9b7e0b6f0
Source dataset
uspto-grants-2011_12
Patent number
US08071762B2

Reaction notes

Loading…