Acrylonitrile → 1-t-Butyldimethylsilyl-4-(2-cyanoethyl)piperazine

HRID 590534Notes

Reaction equation

HRID 590534 reaction equation
[Si:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[C:14](#[N:17])[CH:15]=[CH2:16]>>[Si:1]([N:8]1[CH2:13][CH2:12][N:11]([CH2:16][CH2:15][C:14]#[N:17])[CH2:10][CH2:9]1)([C:4]([CH3:7])([CH3:5])[CH3:6])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 7855AcrylonitrileHCID 19434780Tert-butyl-dimethyl-piperazin-1-ylsilane

Product 1

HCID 1317344831-t-Butyldimethylsilyl-4-(2-cyanoethyl)piperazine

Conditions

Temperature
70 °C

Procedure

A flask equipped with a stirrer, reflux condenser, dropping funnel and thermometer was charged with 160.3 g (0.8 mol) of 1-t-butyldimethylsilylpiperazine (Synthesis Example 1) and heated at 70° C. Once the internal temperature became steady, 46.7 g (0.88 mol) of acrylonitrile was added dropwise over 2 hours. Stirring was continued for 4 hours at the temperature. On distillation of the reaction solution, 194.1 g of a fraction having a boiling point of 145-147° C./0.4 kPa was collected.

Workup

  1. customA flask equipped with a stirrer
  2. temperaturereflux condenser
  3. distillationOn distillation of the reaction solution, 194.1 g of a fraction
  4. customwas collected

Sources & evidence

ORD record
ord-bf16fe976ebc46df9931b65748cec9e4
Source dataset
uspto-grants-2016_01
Patent number
US09233988B2

Reaction notes

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