Water → HCID 12665502, compound

HRID 1594920Notes

Reaction equation

HRID 1594920 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][C:10]2=[N:15]O)[CH:6]=[CH:7][CH:8]=1.[OH2:17]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[NH:15][C:10](=[O:17])[CH2:11][CH2:12][CH2:13][CH2:14]2)[CH:6]=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 962WaterHCID 2728109Cyclohexanone, 2-(3-methoxyphenyl)-, oxime

Product 1

HCID 12665502HCID 12665502, compound

Conditions

Temperature
117.5 °C

Procedure

2-(3-Methoxyphenyl)-cyclohexanone oxime, as described above in Step B, (0.62 g, 2.8 mmol) and polyphosphoric acid (20 g) were combined and heated at 115-120° C. with stirring for 20 min. The dark mixture was poured into ice (100 g) with stirring, diluted with H2O (200 mL), then extracted with CHCl3 (5×100 mL), the organic layers combined, washed with brine, dried (MgSO4), filtered, and concentrated to dryness to give the title compound after SiO2 chromatography (CHCl3:MeOH, 100:1 to 20:1).

Workup

  1. stirringwith stirring
  2. extractionextracted with CHCl3 (5×100 mL)
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-b5cd2030727b409bbe9780627d700a00
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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