Hydrochloric Acid → Hexyl p-Toluenesulfonate

HRID 892381

반응식

HRID 892381 반응식
N1C=CC=CC=1.[CH2:7]([OH:13])[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20](Cl)(=[O:22])=[O:21])=[CH:16][CH:15]=1.Cl>O>[C:14]1([CH3:24])[CH:19]=[CH:18][C:17]([S:20]([O:13][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:22])=[O:21])=[CH:16][CH:15]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 81031-Hexanol

생성물 1

HCID 220448Hexyl p-Toluenesulfonate수율 95.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

20 ml of pyridine was added to 5.02 g (49.2 mM) of n-hexanol, followed by stirring below 0° C. To the mixture, 11.24 g (59.0 mM) of p-toluenesulfonyl chloride was added. The mixture was stirred for 6 hours below 0° C. After the reaction, the reaction mixture was poured into iced water and acidified with conc. HCl, followed by two times of extraction with dichloromethane, two times of washing with water, drying with sodium sulfate and distilling-off of the solvent to obtain 12.0 g (46.8 mM) of an objective product (yield: 95.0%).

후처리

  1. stirringThe mixture was stirred for 6 hours below 0° C
  2. customAfter the reaction
  3. extractionfollowed by two times of extraction with dichloromethane, two times
  4. washof washing with water
  5. dry with materialdrying with sodium sulfate and distilling-off of the solvent

출처 및 근거

ORD 기록
ord-1db238807f724e3bb3f67050f755e667
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05118441

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