Triethyl phosphite → HCID 178476981, compound

HRID 2164237Notes

Reaction equation

HRID 2164237 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:9]([CH2:20][C:21](Cl)=[O:22])=[N:10][N:11]([C:13]3[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=3)[CH:12]=2)=[CH:4][CH:3]=1.[P:24]([O:31]CC)([O:28][CH2:29][CH3:30])[O:25][CH2:26][CH3:27]>O1CCCC1>[CH2:26]([O:25][P:24]([C:21]([OH:22])=[CH:20][C:9]1[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:12][N:11]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[N:10]=1)(=[O:31])[O:28][CH2:29][CH3:30])[CH3:27]

Participants

4

Reactant 2

HCID 31215Triethyl phosphiteHCID 13090187HCID 13090187, compound

Product 1

HCID 178476981HCID 178476981, compoundYield 83.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 17.5 g of 4-(4-chlorophenyl)-1-(4-fluorophenyl)-3-pyrazoleacetic acid chloride in 100 ml of tetrahydrofuran is cooled to 10° C. and combined with 9.8 ml of triethyl phosphite. The mixture is stirred for 3 hours at 10°-15° C., the solution is concentrated under vacuum, and the oily residue is crystallized from diisopropyl ether, thus obtaining 18.8 g (83.4%) of 2-[4-(4-chlorophenyl)-1-(4-fluorophenyl)-3-pyrazolyl]-1-hydroxyethenephosphonic acid diethyl ester, mp 96°-98° C.

Workup

  1. concentrationthe solution is concentrated under vacuum
  2. customthe oily residue is crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-472eb92f61ad48638732297b48c2a1e9
Source dataset
uspto-grants-1985_03
Patent number
US04503049

Reaction notes

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