N-Allyl-1,1,1-trimethyl-N-(trimethylsilyl)silylamine → N-trimethylsilyl-2-chloro-2-methy-1-aza-2-silacyclopentane
Reaction equation
C[Si:2]([CH3:12])([CH3:11])[N:3]([CH2:8][CH:9]=C)[Si:4]([CH3:7])([CH3:6])[CH3:5].[Cl:13]C([SiH3])Cl>C1(C)C(C)=CC=CC=1>[CH3:7][Si:4]([CH3:5])([CH3:6])[N:3]1[CH2:8][CH2:9][CH2:12][Si:2]1([Cl:13])[CH3:11]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 65 °C
Procedure
N-trimethylsilyl-2-chloro-2-methyl-1-aza-2-silacyclopentane (cyclic APMCS, which may be referred to as c-APMCS) was prepared as follows. To a 300 mL nitrogen purged bottle equipped with stir bar was added 20.1 g (0.1 mol) of N,N-bis(trimethylsilyl) allyl amine, 11.5 g (0.1 mol) of dichloromethylsilane, and 0.81 mL of 2.4 wt % Karsted's Catalyst in xylene. The solution was stirred for 72 hrs, then heated at 65° C. for 2 hrs, and heated at 100° C. for a further 3 days. The product was distilled at 85-90° C. at 25 mm Hg. GC/MS confirmed structure. Proton NMR was also used to determine structure.
Workup
- customTo a 300 mL nitrogen purged bottle equipped
- stirringThe solution was stirred for 72 hrs
- temperatureheated at 100° C. for a further 3 days
- distillationThe product was distilled at 85-90° C. at 25 mm Hg
Sources & evidence
- ORD record
- ord-b148aa2a828c43da8d6587392a435b0b
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08809464B2
Reaction notes
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