Dimethyl Sulfoxide → HCID 17989157、化合物

HRID 1444456ノート

反応式

HRID 1444456 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

HCID 17989157HCID 17989157、化合物収率 85.6%

試薬・触媒・溶媒 2

HCID 8471Triethylamine溶媒HCID 15413tert-Butyl methyl ether溶媒

反応条件

温度
0 °C

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-3d3b484769984716aa42528f516ad740
出典データセット
uspto-grants-2010_02
特許番号
US07662821B2

反応ノート

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