Trimethyl orthoformate → HCID 22248152, compound

HRID 914822Notes

Reaction equation

HRID 914822 reaction equation
[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1C=O.O.[O-2].[O-2].[O-2].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.[Al+3].[Al+3].[CH:27](OC)([O:30][CH3:31])[O:28][CH3:29]>ClCCl>[CH3:29][O:28][CH:27]([O:30][CH3:31])[C:3]1[S:4][CH:5]=[CH:6][C:2]=1[Br:1]

Participants

5

Reactant 3

HCID 9005Trimethyl orthoformateHCID 27970793-Bromothiophene-2-carboxaldehydeHCID 71586775Bentonite

Product 1

HCID 22248152HCID 22248152, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

After dissolving 5.97 g of 3-bromothiophene-2-carboxaldehyde in 90 ml of dichloromethane, a mixture of 8.0 g of montmorillonite K-10 and 120 ml of trimethyl orthoformate was added while stirring and the mixture was stirred at room temperature for 1 hour. The reaction mixture was filtered and then the solvent was distilled off under reduced pressure to obtain the title compound (7.21 g, 97% yield).

Workup

  1. additionwas added
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. filtrationThe reaction mixture was filtered
  4. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-d235f20f85044259bd4795da4be67e85
Source dataset
uspto-grants-2007_09
Patent number
US07265108B2

Reaction notes

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