Triethylamine → HCID 131719621, compound

HRID 1955815Notes

Reaction equation

HRID 1955815 reaction equation
[Cl-:1].[CH3:2][NH+:3]([CH3:20])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19].C(N(CC)CC)C.[O:28]1[CH2:47][CH:29]1[CH2:30][O:31][CH2:32][CH2:33][CH2:34][Si:35]([CH3:46])([O:41][Si:42]([CH3:45])([CH3:44])[CH3:43])[O:36][Si:37]([CH3:40])([CH3:39])[CH3:38]>C(O)(C)C>[Cl-:1].[CH3:2][N+:3]([CH3:20])([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:47][CH:29]([OH:28])[CH2:30][O:31][CH2:32][CH2:33][CH2:34][Si:35]([CH3:46])([O:41][Si:42]([CH3:45])([CH3:44])[CH3:43])[O:36][Si:37]([CH3:40])([CH3:39])[CH3:38]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 162202016-45-7HCID 62635Trisiloxane, 1,1,1,3,5,5,5-heptamethyl-3-[3-(2-oxiranylmethoxy)propyl]-

Product 1

HCID 131719621HCID 131719621, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

A 500-ml, three-necked, round-bottomed flask was equipped with a stirrer, addition funnel, dry ice/acetone condenser, thermometer and electric heating mantle. The flask was flushed continuously with argon. The flask was charged with 167.2 g (0.55 equivalent) of dimethyl hexadecyl ammonium chloride (Sartomer Chemical Company, West Chester, Pa.), 0.028 g (0.27 milliequivalent) of triethylamine (Aldrich), and 250 g of isopropanol. To the stirred flask contents 65.2 g of the epoxy trisiloxane of Example 1 was added over a ten-minute period. The reaction mixture was stirred and heated at 80° C. for five hours to form a clear solution. The reaction mixture was cooled to ambient temperature and flushed overnight with dry argon. The solvent and other low-boiling materials were removed by rotary evaporation at 45° C. The yield of the quaternary ammonium salt (Compound II), a light yellow oil, was 118 g (87%). The elemental analysis was as follows:

Workup

  1. customA 500-ml, three-necked, round-bottomed flask was equipped with a stirrer, addition funnel, dry ice/acetone condenser
  2. customThe flask was flushed continuously with argon
  3. customto form a clear solution
  4. temperatureThe reaction mixture was cooled to ambient temperature
  5. customflushed overnight with dry argon
  6. customThe solvent and other low-boiling materials were removed by rotary evaporation at 45° C

Sources & evidence

ORD record
ord-445b848a179a421c924a63f76d0a5b1f
Source dataset
uspto-grants-1998_07
Patent number
US05777010

Reaction notes

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