1-(4-Iodophenyl)ethan-1-one → HCID 11252917, compound

HRID 984517Notes

Reaction equation

HRID 984517 reaction equation
O([Si](C)(C)C)[K].[CH3:7][C:8]([C:10]1[CH:15]=[CH:14][C:13](I)=[CH:12][CH:11]=1)=[O:9]>>[CH:7](/[C:13]1[CH:14]=[CH:15][C:10]([C:8](=[O:9])[CH3:7])=[CH:11][CH:12]=1)=[CH:8]\[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

3

Reactant 2

HCID 728691-(4-Iodophenyl)ethan-1-oneHCID 178504318HCID 178504318, compound

Product 1

HCID 11252917HCID 11252917, compound

Procedure

Following General Procedure II, a mixture of KOSiMe3 (570 mg, 4.0 mmol, 2.0 equiv), (E)-21 (379 mg, 2.2 mmol, 1.1 equiv), 4-iodoacetophenone (492 mg, 2.0 mmol) and Pd(dba2) (58 mg, 0.1 mmol, 0.05 equiv) was stirred at room temperature for 9 h, and then was filtered through SiO2. Purification by column chromatography (RP C18, MeOH/H2O, 9/1) and Kugelrohr distillation afforded 354 mg (82%) of (E)-154c as colorless oil.

Workup

  1. filtrationwas filtered through SiO2
  2. customPurification
  3. distillationby column chromatography (RP C18, MeOH/H2O, 9/1) and Kugelrohr distillation
  4. customafforded 354 mg (82%) of (E)-154c as colorless oil

Sources & evidence

ORD record
ord-50a796dc693646b1b3fda10bac2c89ca
Source dataset
uspto-grants-2005_03
Patent number
US06867323B2

Reaction notes

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