Benzoyl chloride → HCID 14049623, compound

HRID 466134Notes

Reaction equation

HRID 466134 reaction equation
C[Si](C)(C)[O:3][C:4]1[CH:9]=[C:8]([O:10][Si](C)(C)C)[CH:7]=[CH:6][N:5]=1.[C:17](Cl)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>ClCCl>[C:17]([O:3][C:4]1[CH:9]=[C:8]([O:10][C:17](=[O:24])[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:7]=[CH:6][N:5]=1)(=[O:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 21819823HCID 21819823, compound

Product 1

HCID 14049623HCID 14049623, compoundYield 24.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 4.0 g of 2,4-bis(trimethylsilyloxy)-pyridine in 50 ml of dichloromethane were added 2.65 g of benzoyl chloride and 0.2 ml of stannic chloride, and the mixture was stirred at room temperature for one hour. The solvent was distilled off and the residue was subjected to silica gel chromatography using ethyl acetate-benzene (2:3) as an eluent to produce 0.74 g of the title compound in a yield of 14.8%.

Workup

  1. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-19ced059d5cf4a31866ca35ad1ec7956
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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