O-Methylhydroxylamine hydrochloride → HCID 86015016, compound

HRID 912641Notes

Reaction equation

HRID 912641 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-759124d53c4a4850b4ab9797f00cc9db
Source dataset
uspto-grants-2011_09
Patent number
US08026256B2

Reaction notes

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