Trimethyl orthoformate → HCID 22678608, compound

HRID 1837710Notes

Reaction equation

HRID 1837710 reaction equation
[Br:1][C:2]1[CH:3]=[C:4](C=O)[C:5]([O:8][CH3:9])=[N:6][CH:7]=1.[CH:12]([O:17][CH3:18])([O:15][CH3:16])OC.O.[O-2].[O-2].[O-2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.[Al+3].[Al+3]>ClCCl>[CH3:18][O:17][CH:12]([O:15][CH3:16])[C:4]1[C:5]([O:8][CH3:9])=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1

Participants

5

Reactant 3

HCID 9005Trimethyl orthoformateHCID 15164035-Bromo-2-methoxypyridine-3-carbaldehydeHCID 71586775Bentonite

Product 1

HCID 22678608HCID 22678608, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2.58 g of 5-bromo-2-methoxy-3-pyridinecarboxaldehyde was dissolved in 30 ml of dichloromethane, a mixture of 9 ml of trimethyl orthoformate and montmorillonite K-10 (3 g) was added thereto, and the mixture was stirred at room temperature for 2 hours. After filtering the reaction solution, the filtrate was evaporated. To the residue was added ethyl acetate, followed by filtering through alumina. The filtrate was evaporated, to give 3.09 g of the title compound as a yellow oil.

Workup

  1. additionwas added
  2. filtrationAfter filtering the reaction solution
  3. customthe filtrate was evaporated
  4. additionTo the residue was added ethyl acetate
  5. filtrationby filtering through alumina
  6. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-c6c9ebe904244d8a947ff498a75c7d9b
Source dataset
uspto-grants-2004_08
Patent number
US06784192B2

Reaction notes

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