3-Chloro-1,2-propanediol → N-(2,3-Dihydroxypropyl)-N,N-dimethyldodecan-1-aminium chloride

HRID 522248

反応式

HRID 522248 の反応式
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[Cl:16][CH2:17][CH:18]([OH:21])[CH2:19][OH:20]>>[Cl-:16].[OH:21][CH:18]([CH2:19][OH:20])[CH2:17][N+:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])([CH3:1])[CH3:15]

参加物

3

反応物 2

HCID 72903-Chloro-1,2-propanediolHCID 8168Lauryldimethylamine

生成物 1

HCID 20350199N-(2,3-Dihydroxypropyl)-N,N-dimethyldodecan-1-aminium chloride

反応条件

温度
30 °C

実験手順

In a 2 L reactor system 638.06 g of dimethyldodecyl amine (97.6%, 2.92 moles) is added to 603.91 g distilled water. The solution is heated to 30° C. and 21.21 g sodium hydroxide (50%) is added. Over 30 minutes 353.49 g 3-chloro-1,2-dihydroxypropane (99.3%, 3.18 moles) is added while the reaction solution is being mixed with a mechanical stirrer. The reaction solution is mixed at 30° C. for 90 minutes and then the temperature is gradually increased to 40° C. over 45 minutes. The temperature is then increased over the next hour to 55° C. The solution turned from a semi-opaque white to clear. The solution is held at 55° C. for two hours; after one hour the solution is getting more viscous so 135.48 g distilled water is added. The solution is allowed to cool to room temperature and stirred overnight. The solution had become too viscous for the stirrer to operate so 150.59 g distilled water is added and the temperature is increased to 45° C. The solution is allowed to cool to room temperature and 46.59 g trimethylamine (43.6%) is added and mixed for two hours. The solution is allowed to stand without mixing or heating for 60 hours. The solution is then heated to 40° C. and the pH is adjusted to 10 and purged with nitrogen until the residual trimethylamine hydrochloride is less than 20 ppm. The pH is then decreased to 6.5 with concentrated hydrochloric acid. The isolated product has the following structure:

後処理

  1. distillationdistilled water
  2. addition21.21 g sodium hydroxide (50%) is added
  3. additionis being mixed with a mechanical stirrer
  4. additionThe reaction solution is mixed at 30° C. for 90 minutes
  5. temperaturethe temperature is gradually increased to 40° C. over 45 minutes
  6. temperatureThe temperature is then increased over the next hour to 55° C
  7. waitafter one hour the solution is getting more viscous so 135.48 g
  8. distillationdistilled water
  9. additionis added
  10. temperatureto cool to room temperature
  11. distillationdistilled water
  12. additionis added
  13. temperaturethe temperature is increased to 45° C
  14. temperatureto cool to room temperature
  15. addition46.59 g trimethylamine (43.6%) is added
  16. additionmixed for two hours
  17. additionwithout mixing
  18. temperatureheating for 60 hours
  19. temperatureThe solution is then heated to 40° C.
  20. custompurged with nitrogen until the residual trimethylamine hydrochloride

出典と根拠

ORDレコード
ord-84a3b5d3962c4a66bb271adfe1f30d57
出典データセット
uspto-grants-2016_05
特許番号
US09328279B2

関連ノート

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