Water → 1-(2,2-Dichloro-1,1-difluoroethoxy)-4-(4-(methylsulfonyl)phenoxy)benzene

HRID 1702826

반응식

HRID 1702826 반응식
[CH3:1][S:2]([C:5]1[CH:18]=[CH:17][C:8]([O:9][C:10]2[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[OH-].[Na+].[F:21][C:22]([F:26])=[C:23]([Cl:25])[Cl:24].O>C(#N)C>[Cl:24][CH:23]([Cl:25])[C:22]([F:26])([F:21])[O:16][C:13]1[CH:14]=[CH:15][C:10]([O:9][C:8]2[CH:17]=[CH:18][C:5]([S:2]([CH3:1])(=[O:3])=[O:4])=[CH:6][CH:7]=2)=[CH:11][CH:12]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 65921,1-Dichloro-2,2-difluoroetheneHCID 14798Sodium HydroxideHCID 514882Phenol, 4-(4-(methylsulfonyl)phenoxy)-

생성물 1

HCID 130785191-(2,2-Dichloro-1,1-difluoroethoxy)-4-(4-(methylsulfonyl)phenoxy)benzene수율 89.4%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

To a solution of 5.29 g (0.0200 mole) of 4-(4-(methylsulfonyl)phenoxy)phenol (Example 21) in 100 ml of acetonitrile was added 0.80 g (0.0200 mole) of NaOH. The mixture was stirred at room temperature for 1 hr and then cooled to 3° C. in an ice bath. To the cold slurry was slowly added 4.0 g (0.0300 mole) of 1,1-difluoro-2,2-dichloroethylene dissolved in 15 ml of acetonitrile and the reaction mixture stirred at 3°-5° C. for 3 hrs. To the cold mixture 150 ml of water was added which resulted in the product precipitating as an oil. The product was extracted from the mixture with CH2Cl2. The organic layer was washed with water, dried (Na2SO4) and solvent rmoved in vacuo, which gave 7.1 g (89.4% yield) of product. Purification was accomplished by column chromatography using silica gel as the support and chloroform as the eluent, which afforded purified 1 -(2,2-dichloro-1,1-difluoroethoxy)-4-(4-(methylsulfonyl)phenoxy)benzene, mp 67°-70° C.

후처리

  1. temperaturecooled to 3° C. in an ice bath
  2. stirringthe reaction mixture stirred at 3°-5° C. for 3 hrs
  3. customresulted in the product
  4. customprecipitating as an oil
  5. extractionThe product was extracted from the mixture with CH2Cl2
  6. washThe organic layer was washed with water
  7. dry with materialdried (Na2SO4) and solvent

출처 및 근거

ORD 기록
ord-2a7878b900994793bddac7352bafc1b2
출처 데이터셋
uspto-grants-1982_09
특허 번호
US04349568

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