Benzaldehyde → HCID 25115947, compound

HRID 1099344Notes

Reaction equation

HRID 1099344 reaction equation
C1CCN2C(=NCCC2)CC1.[CH:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH3:20][C:21]1[CH:26]=[C:25]([N:27]=[O:28])[CH:24]=[C:23]([CH3:29])[C:22]=1[OH:30]>ClCCl>[OH:28][N:27]([C:25]1[CH:24]=[C:23]([CH3:29])[C:22]([OH:30])=[C:21]([CH3:20])[CH:26]=1)[C:12](=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 83351Phenol, 2,6-dimethyl-4-nitroso-

Product 1

HCID 25115947HCID 25115947, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

DBU (15 mg, 0.1 mmol) was added under argon to a solution of benzaldehyde (106 mg, 1 mmol), 2,6-dimethyl-4-nitrosophenol (151 mg, 1 mmol) and catalyst (36.4 mg, 0.1 mmol) in dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 60 min. The solvent was removed under vacuum, and the residue was purified by flash silica gel column chromatography using hexane and ethyl acetate as the eluents.

Workup

  1. customThe solvent was removed under vacuum
  2. customthe residue was purified by flash silica gel column chromatography

Sources & evidence

ORD record
ord-58532a1e213d4f2a93b275594728456c
Source dataset
uspto-grants-2012_03
Patent number
US08143423B2

Reaction notes

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