Piperazine → HCID 131734484, compound

HRID 590535Notes

Reaction equation

HRID 590535 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.CS(O)(=O)=O.[CH:12]([Si:15]([CH:20]([CH3:22])[CH3:21])([CH:17]([CH3:19])[CH3:18])Cl)([CH3:14])[CH3:13].[OH-].[Na+]>C1(C)C(C)=CC=CC=1>[CH:12]([Si:15]([CH:20]([CH3:22])[CH3:21])([CH:17]([CH3:19])[CH3:18])[N:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1)([CH3:14])[CH3:13]

Participants

6

Reactant 4

HCID 4837PiperazineHCID 6395Methanesulfonic AcidHCID 14798Sodium HydroxideHCID 139400Triisopropylsilyl chloride

Product 1

HCID 131734484HCID 131734484, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
130 °C

Procedure

A flask equipped with a stirrer, reflux condenser, dropping funnel and thermometer was charged with 189.4 g (2.2 mol) of piperazine, 200 ml of xylene, and 1.0 g (0.01 mol) of methanesulfonic acid and heated at 130° C. Once the internal temperature became steady, 192.8 g (1.0 mol) of triisopropylchlorosilane was added dropwise over 2 hours. Stirring was continued for 10 hours at the temperature. The reaction solution was cooled to room temperature, to which 500 g of a 10 wt % sodium hydroxide aqueous solution was added. The organic layer was separated. On distillation, 132.6 g of a fraction having a boiling point of 109-111° C./0.4 kPa was collected, which was 1-triisopropylsilylpiperazine.

Workup

  1. customA flask equipped with a stirrer
  2. temperaturereflux condenser
  3. additionwas added
  4. customThe organic layer was separated
  5. distillationOn distillation, 132.6 g of a fraction
  6. customwas collected

Sources & evidence

ORD record
ord-68d58d72e3924fb5bfe816ca2db0a603
Source dataset
uspto-grants-2016_01
Patent number
US09233988B2

Reaction notes

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