Pyridine → HCID 85657722, compound

HRID 654471Notes

Reaction equation

HRID 654471 reaction equation
[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][CH:18]=O)[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:21][OH:22].N1C=CC=CC=1>CCO>[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[N:10]([CH2:17][CH:18]=[N:21][OH:22])[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 443297Hydroxyamine hydrochlorideHCID 54560454(3-Benzyl-1H-indol-1-yl)acetaldehyde

Product 1

HCID 85657722HCID 85657722, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of the aldehyde from Step 2 (390 mg, 1.57 mmol) in EtOH (6 mL) there was added hydroxylamine hydrochloride (435 mg, 6.26 mmol), then pyridine (3 mL). The mixture was stirred at r.t. for 45 minutes, then it was evaporated to dryness. The residue was partitioned between Et2O and H2O, and by evaporation of the ethereal fraction the title oxime was obtained as a soft solid.

Workup

  1. customit was evaporated to dryness
  2. customThe residue was partitioned between Et2O and H2O
  3. customby evaporation of the ethereal fraction the title oxime
  4. customwas obtained as a soft solid

Sources & evidence

ORD record
ord-10c2bd2ce5a84d868574ac490eda6723
Source dataset
uspto-grants-1992_07
Patent number
US05132319

Reaction notes

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