Ethyl orthoformate → 5-Bromo-3-cyclobutyl-1-diethoxymethyl-2-methoxybenzene

HRID 385049Notes

Reaction equation

HRID 385049 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:12]2[CH2:15][CH2:14][CH2:13]2)[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]([CH:12]2[CH2:13][CH2:14][CH2:15]2)[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 866681575-Bromo-3-cyclobutyl-2-methoxybenzaldehyde

Product 1

HCID 681093235-Bromo-3-cyclobutyl-1-diethoxymethyl-2-methoxybenzene

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

5-bromo-3-cyclobutyl-2-methoxybenzaldehyde (1.15 g) was dissolved in n-hexane (5 mL) and triethyl orthoformate (0.93 mL), and Amberlyst-15 (115 mg) 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 (1.33 g) as a yellow 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-049626d7e5c64fa6a2a3a44939ae7406
Source dataset
uspto-grants-2013_02
Patent number
US08367843B2

Reaction notes

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