Pyridine → 2,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate

HRID 733287

반응식

HRID 733287 반응식
[F:1][C:2]([F:9])([C:5]([F:8])([F:7])[F:6])[CH2:3][OH:4].N1C=CC=CC=1.[S:16](Cl)([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)(=[O:18])=[O:17].C([O-])([O-])=O.[K+].[K+]>C(Cl)(Cl)Cl>[S:16]([C:19]1[CH:25]=[CH:24][C:22]([CH3:23])=[CH:21][CH:20]=1)([O:4][CH2:3][C:2]([F:9])([F:1])[C:5]([F:8])([F:7])[F:6])(=[O:18])=[O:17]

참가 물질

6

반응물 4

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 98722,2,3,3,3-PentafluoropropanolHCID 11430Potassium Carbonate

생성물 1

HCID 27760172,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate수율 84%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

To a solution of 2,2,3,3,3-pentafluoropropanol (5.0 mL, 50 mmol) and pyridine (8.1 mL, 100 mmol) in chloroform (100 mL), cooled at 0° C. and under argon, tosyl chloride (14.29 g, 75 mmol) was slowly added. The resulting mixture was allowed to warm up to room temperature and was stirred at this temperature overnight. Then, 10% aqueous K2CO3 solution was added and the mixture was vigorously stirred for 30 min. The layers were separated, and the organic layer was treated again with K2CO3. After that, it was washed with 2 N HCl, dried over Na2SO4 and the solvent was removed, yielding 12.72 g of the desired compound (84% yield).

후처리

  1. stirringthe mixture was vigorously stirred for 30 min
  2. customThe layers were separated
  3. additionthe organic layer was treated again with K2CO3
  4. washAfter that, it was washed with 2 N HCl
  5. dry with materialdried over Na2SO4
  6. customthe solvent was removed

출처 및 근거

ORD 기록
ord-cca5ac87c6764be8ab6a7016fb72dc67
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589125B2

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