Triethyl phosphite → 4-Nitro-3-methyl-2-butene-1-phosphonic acid diethylester

HRID 1856496Notes

Reaction equation

HRID 1856496 reaction equation
Br[CH2:2][CH:3]=[C:4]([CH3:9])[CH2:5][N+:6]([O-:8])=[O:7].[CH2:10]([O:12][P:13]([O:17]CC)[O:14][CH2:15][CH3:16])[CH3:11]>>[CH2:10]([O:12][P:13]([CH2:2][CH:3]=[C:4]([CH3:9])[CH2:5][N+:6]([O-:8])=[O:7])(=[O:17])[O:14][CH2:15][CH3:16])[CH3:11]

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 544497411-Bromo-3-methyl-4-nitro-2-butene

Product 1

HCID 542342164-Nitro-3-methyl-2-butene-1-phosphonic acid diethylester

Procedure

To 0.1 Mol of 1-bromo-3-methyl-4-nitro-2-butene was added 0.1 Mol of triethylphosphite. The reaction was started by immersing the mixture into a 50° C. bath and completed under continued removal of bromoethane by distillation. The residue was purified via column chromatography over silica gel using ether as solvent. The product was obtained as a yellowish liquid.

Workup

  1. custominto a 50° C.
  2. customcompleted under continued removal of bromoethane by distillation
  3. customThe residue was purified via column chromatography over silica gel
  4. customThe product was obtained as a yellowish liquid

Sources & evidence

ORD record
ord-dc952638fb3a44c48c9aca4f7f6b66fa
Source dataset
uspto-grants-1980_08
Patent number
US04219660

Reaction notes

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