Triethylamine → 1-Docosanol, methanesulfonate

HRID 37761

반응식

HRID 37761 반응식
[CH2:1]([OH:23])[CH2:2][CH2:3][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][CH2:19][CH2:20][CH2:21][CH3:22].[CH3:24][S:25](Cl)(=[O:27])=[O:26].C(N(CC)CC)C>O1CCCC1>[CH3:24][S:25]([O:23][CH2:1][CH2:2][CH2:3][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][CH2:19][CH2:20][CH2:21][CH3:22])(=[O:27])=[O:26]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 12620Behenyl AlcoholHCID 31297Methanesulfonyl chloride

생성물 1

HCID 866500891-Docosanol, methanesulfonate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
40 °C

실험 절차

247.4 g of behenyl alcohol (1-docosanol) was dissolved in 640 mL of tetrahydrofuran, 116.1 mL of methanesulfonyl chloride was gradually added, and 64.7 mL of triethylamine was then added dropwise under ice cooling over 30 minutes. After stirring for one hour, the mixture was heated at 40° C. and further stirred for 30 minutes. The reaction mixture was poured into 3.5 L of ice water, and the resulting mixture was ultrasonically dispersed for 15 minutes and further stirred at room temperature for 4 hours. The dispersion was filtered under reduced pressure, and a crystal was washed with 2 L of water. The resulting white crystal was stirred in 1.5 L of acetonitrile for one hour, filtered under reduced pressure and then washed with 0.5 L of acetonitrile. The resulting crystal was dried under reduced pressure to obtain 303.4 g of a white crystal.

후처리

  1. stirringfurther stirred for 30 minutes
  2. additionthe resulting mixture was ultrasonically dispersed for 15 minutes
  3. stirringfurther stirred at room temperature for 4 hours
  4. filtrationThe dispersion was filtered under reduced pressure
  5. washa crystal was washed with 2 L of water
  6. stirringThe resulting white crystal was stirred in 1.5 L of acetonitrile for one hour
  7. filtrationfiltered under reduced pressure
  8. washwashed with 0.5 L of acetonitrile
  9. customThe resulting crystal was dried under reduced pressure

출처 및 근거

ORD 기록
ord-200439b3128a40c29f876c8dc27b0512
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524644B2

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