Azidotrimethylsilane → HCID 15387066, compound

HRID 1387606Notes

Reaction equation

HRID 1387606 reaction equation
[PH:1]([CH2:4][CH3:5])[CH2:2][CH3:3].[N:6]([Si:9]([CH3:12])([CH3:11])[CH3:10])=[N+]=[N-]>>[CH2:2]([P:1]([CH2:4][CH3:5])([NH:6][Si:9]([CH3:12])([CH3:11])[CH3:10])=[N:6][Si:9]([CH3:12])([CH3:11])[CH3:10])[CH3:3]

Participants

3

Reactant 2

HCID 78378AzidotrimethylsilaneHCID 82948Phosphine, diethyl-2×

Product 1

HCID 15387066HCID 15387066, compoundYield 72%

Procedure

This compound was synthesized as above by using Et2PH instead of Ph2PH. Et2PH (2.00 mL, 17.4 mmol, d=0.7862) and N3SiMe3 (5.00 mL, 35.8 mmol, d=0.868, 95%) were refluxed overnight in a round bottom flask with a reflux condenser under a positive pressure of nitrogen. After 12 hours the product was distilled through a short path distillation apparatus (0.01 mm, 56-60° C.) to yield a clear liquid (3.30 g, 72%). 1H NMR (C6D6): δ 1.12 (overlapping dq, CH2, 4H), 0.84 (overlapping dt, CH3, JHP=17.3 Hz, JHH=7.4 Hz, 6H), 0.73 (br s, NH, 1H), 0.29 (s, SiCH3, 18H). 13C{1H} NMR (C6D6): δ 26.6 (d, PCH2CH3, JCP=78.2 Hz), 6.5 (d, PCH2CH3, JCP=3.7 Hz), 3.3 (exchange broadened s, SiMe3); 31P{1H} NMR (C6D6): δ 20.1. Analysis calculated for C10H29N2PSi2: C, 45.41; H, 6.06; N, 4.81. Found: C, 68.73; H, 6.13; N, 4.73.

Workup

  1. customThis compound was synthesized as above
  2. distillationAfter 12 hours the product was distilled through a short path distillation apparatus (0.01 mm, 56-60° C.)

Sources & evidence

ORD record
ord-148a5a6883d942f18d3a086a99222287
Source dataset
uspto-grants-2001_07
Patent number
US06268448B1

Reaction notes

Loading…