Chlorotrimethylsilane → HCID 56624785, compound

HRID 65388Notes

Reaction equation

HRID 65388 reaction equation
[Cl:1][CH:2]([Cl:12])[C:3]([N:5]1[CH2:10][CH2:9][C:8](=[O:11])[CH2:7][CH2:6]1)=[O:4].[CH2:13](O)[CH2:14][CH2:15][OH:16].C[Si](C)(C)Cl>>[CH2:15]1[O:16][C:8]2([CH2:7][CH2:6][N:5]([C:3](=[O:4])[CH:2]([Cl:1])[Cl:12])[CH2:10][CH2:9]2)[O:11][CH:14]1[CH3:13]

Participants

4

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 104421,3-PropanediolHCID 130182281-(Dichloroacetyl)piperidin-4-one

Product 1

HCID 56624785HCID 56624785, compoundYield 66.6%

Procedure

A mixture of 19 g (0.09 mol) of N-dichloroacetylpiperid-4-one, 7.5 g (0.099 mol) of propane-1,3-diol and 22.4 g (0.21 mol) of trimethylchlorosilane was boiled under reflux for 12 hours, while stirring. Thereafter, the reaction mixture was concentrated under reduced pressure and the residue was then subjected to brief incipient distillation under greatly reduced pressure. The resulting brown oil, which slowly crystallized completely, was recrystallized from 200 ml of toluene. 16 g (66.6% of theory) of N-dichloroacetyl-piperid-4-one propylene ketal of melting point 115° C. were obtained.

Workup

  1. temperatureunder reflux for 12 hours
  2. concentrationThereafter, the reaction mixture was concentrated under reduced pressure
  3. distillationthe residue was then subjected to brief incipient distillation under greatly reduced pressure
  4. customThe resulting brown oil, which slowly crystallized completely
  5. customwas recrystallized from 200 ml of toluene

Sources & evidence

ORD record
ord-39fcff8cd157445eaa6313081d773d75
Source dataset
uspto-grants-1986_09
Patent number
US04614537

Reaction notes

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