Chlorotrimethylsilane → HCID 56624785, compound

HRID 464559Notes

Reaction equation

HRID 464559 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-dichloroacetyl-piperid-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 gravity 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 gravity reduced pressure
  4. customThe resulting brown oil, which slowly crystallized completely
  5. customwas recrystallized from 200 ml of toluene

Sources & evidence

ORD record
ord-25e7228a48be47aabd12875722ee9fcf
Source dataset
uspto-grants-1985_10
Patent number
US04548639

Reaction notes

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