O-Methylhydroxylamine hydrochloride → HCID 86015016, compound

HRID 451604Notes

Reaction equation

HRID 451604 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-cd89ff2c04054f728c8e03f351a72642
Source dataset
uspto-grants-2013_07
Patent number
US08487116B2

Reaction notes

Loading…