Hexane → (2-acetoxyethyl)dodecyloxymethyldimethylammonium Benzoate

HRID 1517218노트

반응식

HRID 1517218 반응식
[C:1]([O:4][CH2:5][CH2:6][N:7]([CH3:9])[CH3:8])(=[O:3])[CH3:2].CCCCCC.[CH2:16]([O:28][CH2:29]Cl)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27].[C:31]([O-:39])(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.[K+]>CS(C)=O.C(Cl)(Cl)Cl>[C:31]([O-:39])(=[O:38])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1.[C:1]([O:4][CH2:5][CH2:6][N+:7]([CH2:29][O:28][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])([CH3:9])[CH3:8])(=[O:3])[CH3:2]

참가 물질

7

반응물 4

HCID 8058HexaneHCID 15013Dimethylaminoethyl acetateHCID 12215332Chloromethyl dodecyl etherHCID 23661960Potassium Benzoate

생성물 1

HCID 69297233(2-acetoxyethyl)dodecyloxymethyldimethylammonium Benzoate수율 67%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 6212Chloroform용매

반응 조건

온도
18 °C

실험 절차

In a two-necked, round bottomed flask, equipped with a condenser and addition funnel, the 2-(dimethylamino)ethyl acetate (0.05 mol) was mixed with 30 mL of anhydrous hexane. Chloromethyl dodecyl ether (0.055 mol) was slowly added over 5 minutes. After 15 minutes, the reaction mixture was cooled to the temperature of minus 18° C. and the crude product was separated. The precipitate was washed with 30 mL of hexane and used in the next step without further purification. The crude (2-acetooxyethyl)-dodecyloxymethyldimethylammonium chloride was dissolved in 30 mL of water and aqueous solution of potassium benzoate (0.065 mol) was added. After 30 min, 30 mL of chloroform was added. The chloroform phase was separated and washed with distilled water until chloride ions were no longer detected using AgNO3. The obtained grease was dried under vacuum. The product was obtained as grease in 67% yield. Thermogravimetric analysis: Tonset=122° C. 1H and 13C NMR (DMSO) were obtained.

후처리

  1. customIn a two-necked, round bottomed flask, equipped with a condenser and addition funnel
  2. customthe crude product was separated
  3. washThe precipitate was washed with 30 mL of hexane
  4. customused in the next step without further purification
  5. dissolutionThe crude (2-acetooxyethyl)-dodecyloxymethyldimethylammonium chloride was dissolved in 30 mL of water
  6. waitAfter 30 min
  7. customThe chloroform phase was separated
  8. washwashed with distilled water until chloride ions
  9. customThe obtained grease was dried under vacuum
  10. customThe product was obtained as grease in 67% yield
  11. customTonset=122° C

출처 및 근거

ORD 기록
ord-1964d963b41d484383b548897c2d9c04
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232265B2

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