Triethyl phosphite → HCID 86640229, compound

HRID 1010729Notes

Reaction equation

HRID 1010729 reaction equation
[P:1]([O:8][CH2:9][CH3:10])([O:5][CH2:6][CH3:7])[O:2]CC.Br[CH2:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:25])[C:21]([F:24])([F:23])[F:22])=[CH:15][C:14]=1[C:26]([F:29])([F:28])[F:27]>C1(C)C=CC=CC=1>[CH2:9]([O:8][P:1]([CH2:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][C:20](=[O:25])[C:21]([F:24])([F:23])[F:22])=[CH:15][C:14]=1[C:26]([F:27])([F:28])[F:29])(=[O:2])[O:5][CH2:6][CH3:7])[CH3:10]

Participants

4

Reactant 2

HCID 31215Triethyl phosphiteHCID 57351764N-[4-(Bromomethyl)-3-(trifluoromethyl)phenyl]-2,2,2-trifluoroacetamide

Product 1

HCID 86640229HCID 86640229, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6 ml of triethyl phosphite are added to a suspension of 10 g N-(4-bromomethyl-3-trifluoromethyl-phenyl)-2,2,2-trifluoro-acetamide (obtainable according to WO 2005051366) in 60 ml of toluene. The mixture obtained is stirred for 18 hours at reflux, allowed to cool to rt and concentrated. The concentrate obtained is triturated in Et2O. [4-(2,2,2-Trifluoro-acetylamino)-2-trifluoromethyl-benzyl]-phosphonic acid diethyl ester is obtained in the form of a solid: ES-MS: 406.0 [M−H]−; tR=4.41 min (System 1).

Workup

  1. customThe mixture obtained
  2. temperatureat reflux
  3. concentrationconcentrated
  4. customThe concentrate obtained
  5. customis triturated in Et2O

Sources & evidence

ORD record
ord-5acdbcc1359649cba421a79d24ea0427
Source dataset
uspto-grants-2011_07
Patent number
US07977338B2

Reaction notes

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