Ethyl orthoformate → 5-Bromo-1-diethoxymethyl-2-methoxy-3-trifluoromethylbenzene

HRID 385014Notes

Reaction equation

HRID 385014 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:12]([F:15])([F:14])[F:13])[C:5]([O:10][CH3:11])=[C:6]([CH:9]=1)C=O.[CH:16]([O:23][CH2:24][CH3:25])([O:20][CH2:21][CH3:22])OCC>CCCCCC>[Br:1][C:2]1[CH:3]=[C:4]([C:12]([F:13])([F:14])[F:15])[C:5]([O:10][CH3:11])=[C:6]([CH:16]([O:20][CH2:21][CH3:22])[O:23][CH2:24][CH3:25])[CH:9]=1

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 840703065-Bromo-2-methoxy-3-(trifluoromethyl)benzaldehyde

Product 1

HCID 681090255-Bromo-1-diethoxymethyl-2-methoxy-3-trifluoromethylbenzene

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

5-bromo-2-methoxy-3-trifluoromethylbenzaldehyde (66.19 g) was dissolved in n-hexane (130 mL) and triethyl orthoformate (51 mL), and Amberlyst-15 (6.62 g) was added to the solution, and then the mixture was refluxed for 3 hours. The reaction solution was filtered, and then the solvent was distilled off under reduced pressure to obtain the title compound (82.81 g) as a brown oily substance.

Workup

  1. temperaturethe mixture was refluxed for 3 hours
  2. filtrationThe reaction solution was filtered
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-7ebaaa051f29465c8467949b79c70bba
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

Loading…