Trichloroisocyanuric Acid → Chloro(4-methoxyphenyl)di(propan-2-yl)silane
Reaction equation
[CH:1]([SiH:4]([CH:13]([CH3:15])[CH3:14])[C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)([CH3:3])[CH3:2].[Cl:16]N1C(=O)N(Cl)C(=O)N(Cl)C1=O.Cl[SiH3]>C(Cl)Cl>[Cl:16][Si:4]([C:5]1[CH:10]=[CH:9][C:8]([O:11][CH3:12])=[CH:7][CH:6]=1)([CH:1]([CH3:3])[CH3:2])[CH:13]([CH3:15])[CH3:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Diisopropyl(4-methoxyphenyl)silane (47.7 g, 214 mmol, 1.0 equiv.), was taken up in CH2Cl2 (700 mL). The solution was cooled to 0° C. and trichloroisocyanuric acid (16.6 g, 71.3 mmol, 0.33 equiv.) was carefully added in three equal portions, making sure that each portion has at least 7 min to react before the next is added (caution: adding trichloroisocyanuric acid too rapidly results in a rapid evolution of gas). The mixture was stirred at 0° C. for 40 min followed by warming to 23° C. with stirring. The solids were filtered under an inert atmosphere and the filtrate concentrated in vacuo to yield 54.8 g (98%) of a cloudy oil. The chlorosilane, which is unstable, was used immediately and without purification in the next step.
Workup
- waithas at least 7 min
- customto react before the
- additionnext is added (caution
- customtoo rapidly results in a rapid evolution of gas)
- temperatureby warming to 23° C.
- stirringwith stirring
- filtrationThe solids were filtered under an inert atmosphere
- concentrationthe filtrate concentrated in vacuo
- customto yield 54.8 g (98%) of a cloudy oil
- customwas used immediately and without purification in the next step
Sources & evidence
- ORD record
- ord-450330d3fb554caa89dcfd94dfebd0c0
- Source dataset
- uspto-grants-2004_09
- Patent number
- US06797819B1
Reaction notes
Loading…