N-Methylaniline → HCID 123670657, compound
Reaction equation
CN[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[CH:9]([N:12]([SiH3:16])C(C)C)(C)C>>[C:3]1([CH2:9][NH:12][SiH3:16])[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1Participants
Procedure
In a 500 ml Schlenk flask, 64.2 grams (g) (0.6 mol) N-methylaniline and 131 g (1.0 mol) di-isopropylaminosilane were stirred at ambient temperature under a nitrogen atmosphere for 24 hours. The relatively lower boiling point by-product di-isopropylamine was removed with vacuum at a pressure of 20 mmHg and room temperature (25° C.). The reaction mixture was stirred for another 24 hours. The end-product phenylmethylaminosilane (73.6 g, 89.5% yield) was obtained by vacuum distillation with a boiling point of 60° C. at 5 mm Hg. The end-product was characterized by mass spectroscopy (MS) which is provided in FIG. 1 and shows, among other things, peaks at 137, 122, 106, 91, and 77. The molecular weight of the phenylmethylaminosilane was 137.27.
Workup
- customThe relatively lower boiling point by-product di-isopropylamine was removed with vacuum at a pressure of 20 mmHg and room temperature (25° C.)
Sources & evidence
- ORD record
- ord-138cb5b4fdd04064b2d1ecb6538850d6
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08912353B2
Reaction notes
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