1-(4-Iodophenyl)ethan-1-one → HCID 12013070, compound

HRID 984518Notes

Reaction equation

HRID 984518 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 12013070HCID 12013070, compound

Procedure

Following General Procedure II, a mixture of KOSiMe3 (570 mg, 4.0 mmol, 2.0 equiv), (Z)-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 13 h, and then was filtered through SiO2. Purification by column chromatography (RP C18, MeOH/H2O, 9/1) and Kugelrohr distillation afforded 360 mg (83%) of (Z)-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 360 mg (83%) of (Z)-154c as colorless oil

Sources & evidence

ORD record
ord-8b4d1a616cf64bab83011a95a888d5a7
Source dataset
uspto-grants-2005_03
Patent number
US06867323B2

Reaction notes

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