Nitrosobenzene → HCID 12527481, compound

HRID 1099340Notes

Reaction equation

HRID 1099340 reaction equation
C1CCN2C(=NCCC2)CC1.[N+:12]([C:15]1[CH:24]=[CH:23][C:18](/[CH:19]=[CH:20]/[CH:21]=[O:22])=[CH:17][CH:16]=1)([O-:14])=[O:13].[N:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)=[O:26]>ClCCl>[OH:26][N:25]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21](=[O:22])/[CH:20]=[CH:19]/[C:18]1[CH:17]=[CH:16][C:15]([N+:12]([O-:14])=[O:13])=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 11473NitrosobenzeneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 53541354-Nitrocinnamaldehyde

Product 1

HCID 12527481HCID 12527481, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

DBU (7.5 mg, 0.05 mmol) was added under argon to a solution of (E)-4-nitrocinnamaldehyde (177 mg, 1 mmol), nitrosobenzene (107 mg, 1 mmol) and catalyst (18.2 mg, 0.05 mmol) in dichloromethane (5 mL). The reaction mixture was stirred at room temperature for 10 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-2f5f2c95bfe64041a667c654570b8584
Source dataset
uspto-grants-2012_03
Patent number
US08143423B2

Reaction notes

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