N,N-Dimethylbenzylamine → HCID 131718928, compound

HRID 1609361Notes

Reaction equation

HRID 1609361 reaction equation
[CH3:1][Si:2]([CH3:22])([CH3:21])[O:3][CH:4]([SiH2:10][CH2:11][CH2:12][CH:13]([Cl:20])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[O:5][Si:6]([CH3:9])([CH3:8])[CH3:7].[CH3:23][N:24]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH3:25]>C(O)(C)C>[Cl-:20].[CH3:1][Si:2]([CH3:22])([CH3:21])[O:3][CH:4]([SiH2:10][CH2:11][CH2:12][CH:13]([N+:24]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([CH3:25])[CH3:23])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[O:5][Si:6]([CH3:9])([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 7681N,N-DimethylbenzylamineHCID 131718930HCID 131718930, compound

Product 1

HCID 131718928HCID 131718928, compoundYield 16%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture of 3.74 bis(trimethylsiloxy) methylsilylethyl benzyl chloride and 1.38 g of N,N-dimethylbenzylamine in isopropanol was treated at 80° C. for 4 hours and then evaporated in vacuo. The resulting glassy material was treated 5 times with n-hexane and then crystallized from ethyl acetate-n-hexane. A yield of 0.8 g (16%) of Compound [IG] was obtained. The structure of the compound was confirmed by elemental analysis, infrared spectroscopy, mass spectroscopy and nmr. The nmr data showed: 7.7-7.0 ppm (b,4 aromatic), 5.1 ppm (b,4,N--CH2), 3.1 ppm (s,6,N--CH3) and 0.0 ppm (s, 21 ,Si--CH3).

Workup

  1. additionwas treated at 80° C. for 4 hours
  2. customevaporated in vacuo
  3. additionThe resulting glassy material was treated 5 times with n-hexane
  4. customcrystallized from ethyl acetate-n-hexane

Sources & evidence

ORD record
ord-81bb0fce100540a88093fba9157c9283
Source dataset
uspto-grants-1995_03
Patent number
US05399737

Reaction notes

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