Dimethyl Sulfoxide → HCID 17989157, 화합물

HRID 1869371노트

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HRID 1869371 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]([CH3:20])([CH3:19])[CH2:10][C:11]([C:15]([F:18])([F:17])[F:16])([OH:14])[CH2:12][OH:13].ClCCl.CS(C)=O.[Cl-].[NH4+]>CC(OC)(C)C.C(N(CC)CC)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]([CH3:20])([CH3:19])[CH2:10][C:11]([OH:14])([C:15]([F:16])([F:17])[F:18])[CH:12]=[O:13]

참가 물질

7

반응물 4

HCID 679Dimethyl SulfoxideHCID 6344DichloromethaneHCID 25517Ammonium ChlorideHCID 179891694-(2,5-Difluorophenyl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol

생성물 1

HCID 17989157HCID 17989157, 화합물수율 85.6%

시약·촉매·용매 2

HCID 8471Triethylamine용매HCID 15413tert-Butyl methyl ether용매

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온도
0 °C

실험 절차

800 mg (2.8 mmol) of 4-(2,5-difluorophenyl)-4-methyl-2-trifluoromethyl-pentane-1,2-diol is introduced into 20 ml of dichloromethane, and at 0° C., 9.5 ml of DMSO and 1.95 ml of triethylamine are added. The solution is slowly mixed with 1.34 g (8.4 mmol) of SO3-pyridine complex, and it is stirred for 2 hours at 0° C. The mixture is dispersed between saturated ammonium chloride solution and MTBE, the phases are separated, and the aqueous phase is extracted with MTBE. The combined organic phases are washed with water and saturated NaCl solution and dried with NaSO4. It is concentrated by evaporation and chromatographed on silica gel with hexane/ethyl acetate (30%). 710 mg of the desired product is obtained.

후처리

  1. additionThe solution is slowly mixed with 1.34 g (8.4 mmol) of SO3-pyridine complex, and it
  2. customthe phases are separated
  3. extractionthe aqueous phase is extracted with MTBE
  4. washThe combined organic phases are washed with water and saturated NaCl solution
  5. dry with materialdried with NaSO4
  6. concentrationIt is concentrated by evaporation
  7. customchromatographed on silica gel with hexane/ethyl acetate (30%)

출처 및 근거

ORD 기록
ord-21f3a06b0c284c378d69c46ea5c9436e
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07638515B2

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