Toluene → Ethyl 4-(dimethoxyphosphorylmethyl)-3-trifluoromethylbenzoate

HRID 13757

Reaktionsgleichung

Reaktionsgleichung von HRID 13757
Br[CH2:2][C:3]1[CH:13]=[CH:12][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][C:4]=1[C:14]([F:17])([F:16])[F:15].C1(C)C=CC=CC=1.[P:25]([O:30]C)([O:28][CH3:29])[O:26][CH3:27]>>[CH3:27][O:26][P:25]([CH2:2][C:3]1[CH:13]=[CH:12][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:5][C:4]=1[C:14]([F:17])([F:16])[F:15])([O:28][CH3:29])=[O:30]

Komponenten

4

Edukt 3

HCID 1140TolueneHCID 8472Trimethyl phosphiteHCID 23073576Ethyl 4-(bromomethyl)-3-(trifluoromethyl)benzoate

Produkt 1

HCID 23145856Ethyl 4-(dimethoxyphosphorylmethyl)-3-trifluoromethylbenzoate

Versuchsvorschrift

6.20 g of ethyl 4-(bromomethyl)-3-trifluoromethylbenzoate (Reference Example 2 (step 2)) was dissolved in 12 ml of trimethyl phosphite and the mixture was heated at reflux for 4 hours under an argon atmosphere. After the completion of the reaction, the operation of adding of toluene to the residue, followed by azeotropic removal of trimethyl phosphite was repeated three times. The residue was purified by silica gel column chromatography to obtain 4.96 g of the objective compound as a yellow oily product.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 4 hours under an argon atmosphere
  3. customAfter the completion of the reaction
  4. customfollowed by azeotropic removal of trimethyl phosphite
  5. customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e8b8ff3cc5994df4a322785abc0d4ca2
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07728131B2

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