2-Nitrobenzoyl chloride → 2,4-Pentanedione, 3-(2-nitrobenzoyl)-

HRID 228835Notes

Reaction equation

HRID 228835 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6](Cl)=[O:7])([O-:3])=[O:2].C[Si](C)(C)[O:15][C:16]([CH3:21])=[CH:17][C:18](=[O:20])[CH3:19]>>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([CH:17]([C:18](=[O:20])[CH3:19])[C:16](=[O:15])[CH3:21])=[O:7])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 118752-Nitrobenzoyl chlorideHCID 1146323-Penten-2-one, 4-[(trimethylsilyl)oxy]-

Product 1

HCID 51248932,4-Pentanedione, 3-(2-nitrobenzoyl)-Yield 21.3%

Conditions

Temperature
140 °C

Procedure

A mixture of 2-nitrobenzoyl chloride (500 mg) with 4-trimethylsilanyloxy-pent-3-en-2-one (540 mg) was stirred at 140° C. for 5 min. The reaction solution was cooled to room temperature and was then purified by column chromatography using acetone-hexane to give 3-(2-nitro-benzoyl)-pentane-2,4-dione (143 mg, yield 20%).

Workup

  1. temperatureThe reaction solution was cooled to room temperature
  2. customwas then purified by column chromatography

Sources & evidence

ORD record
ord-141acb8f0a9d4265ae32e57ce7935bac
Source dataset
uspto-grants-2009_07
Patent number
US07560558B2

Reaction notes

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