Triethylamine → HCID 178475520, compound

HRID 466159Notes

Reaction equation

HRID 466159 reaction equation
[C:1](Br)(=[O:3])[CH3:2].C[Si](C)(C)[O:7][C:8]1[CH:13]=[C:12]([O:14][Si](C)(C)C)[C:11]([Cl:19])=[CH:10][N:9]=1.C(N(CC)CC)C>ClCCl>[C:1]([O:7][C:8]1[CH:13]=[C:12]([OH:14])[C:11]([Cl:19])=[CH:10][N:9]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10482Acetyl bromideHCID 14049611HCID 14049611, compound

Product 1

HCID 178475520HCID 178475520, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A 2.09 ml quantity of acetyl bromide and 0.10 ml of stannic chloride were added to a solution of 5.00 g of 2,4-bis(trimethylsilyloxy)-5-chloropyridine in 250 ml of dried dichloromethane. The mixture was stirred at room temperature for 3.5 hours. The mixture was neutralized with triethylamine and the solvent was distilled off. The residue was subjected to silica gel column chromatography using 40% ethyl acetate-benzene as an eluent, giving 2.07 g of the title compound in a yield of 64%.

Workup

  1. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-c17ef39d2ca54020bbce4af27e5b4ec2
Source dataset
uspto-grants-1992_10
Patent number
US05155113

Reaction notes

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