Pinacolone → HCID 53767202, compound

HRID 649519Notes

Reaction equation

HRID 649519 reaction equation
[Cl:1][C:2]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:3]=1[CH2:4]P(=O)(OCC)OCC.[CH3:18][C:19](=O)[C:20]([CH3:23])([CH3:22])[CH3:21]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:3]=1[CH:4]=[C:19]([CH3:18])[C:20]([CH3:23])([CH3:22])[CH3:21]

Participants

4

Reactant 2

HCID 6416PinacoloneHCID 13422548Diethyl [(2,4-dichlorophenyl)methyl]phosphonate

Product 1

HCID 53767202HCID 53767202, compoundYield 69.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

29.7 g (0.1 mol) of diethyl 2,4-dichlorobenzylphosphonate, 10 g (0.1 mol) of pinacolone, 12 g (0.1 mol) of potassium t-butylate and 300 ml of absolute toluene are heated at the boiling point in a nitrogen atmosphere for 20 hours. The solution is cooled, washed with 2 80 ml portions of water, dried over sodium sulphate and freed from the solvent in vacuo. After the residue has been distilled, 15 g (69.7% of theory) of 1-(2,4-dichlorophenyl)-2,3,3-trimethylbut-1-ene of boiling point 85° C. under 0.13 mbar are obtained.

Workup

  1. temperatureThe solution is cooled
  2. washwashed with 2 80 ml portions of water
  3. dry with materialdried over sodium sulphate
  4. distillationAfter the residue has been distilled

Sources & evidence

ORD record
ord-7d51431d955f495aa8dae0bc3b38150c
Source dataset
uspto-grants-1988_04
Patent number
US04740515

Reaction notes

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