2-Methylindoline → HCID 131732181, compound
Reaction equation
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[NH:3]1.C(N([SiH3:18])C(C)C)(C)C>>[SiH3:18][N:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:10][CH:2]1[CH3:1]Participants
Procedure
In a 500 ml Schlenk flask, 62.5 g (0.5 mol) 2-methylindoline 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 N-silyl-2-methylindoline was obtained by vacuum distillation. The compound was characterized by mass spectroscopy (MS). The end-product was characterized by mass spectroscopy (MS) which is provided in FIG. 4 and shows, among other things, peaks at 163, 162, 148, 132, 117, 105, 91, and 77. The molecular weight of the N-silyl-2-methylindoline was 163.29.
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-8cabbf24daac4925b8626dc1866e51b8
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08912353B2
Reaction notes
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