Sodium Hydroxide → 2-Hydroxy-2-methyl-1-[4-(methylthio)phenyl]-1-butanone

HRID 367363

반응식

HRID 367363 반응식
[CH3:1][CH:2]([CH2:13][CH3:14])[C:3]([C:5]1[CH:10]=[CH:9][C:8]([S:11][CH3:12])=[CH:7][CH:6]=1)=[O:4].[OH-:15].[Na+]>C1(C)C=CC=CC=1.C(Cl)(Cl)(Cl)Cl.Cl.[NH4+].[Cl-]>[OH:15][C:2]([CH3:1])([CH2:13][CH3:14])[C:3]([C:5]1[CH:6]=[CH:7][C:8]([S:11][CH3:12])=[CH:9][CH:10]=1)=[O:4]

참가 물질

7

반응물 2

HCID 14798Sodium HydroxideHCID 154806432-Methyl-1-[4-(methylthio)phenyl]-1-butanone

생성물 1

HCID 101307312-Hydroxy-2-methyl-1-[4-(methylthio)phenyl]-1-butanone

시약·촉매·용매 4

HCID 313Hydrochloric Acid용매HCID 1140Toluene용매HCID 5943Carbon Tetrachloride용매HCID 25517Ammonium Chloride용매

실험 절차

To a solution of the ketone from step 1 (33 g) in toluene (48 mL), CCl4 (23.5 mL) and Aliquat, 336 (10.5 mL), was added NaOH pellets (14.5 g) and the resulting mixture was vigorously stirred for 2 days. The reaction mixture was diluted with 5N HCl, aqueous NH4Cl and extracted with Et2O. The organic layer was dried over Na2SO4 and concentrated. The crude product was purified by flash chromatography eluted with EtOAc/Hexane 9% to give a yellow syrup.

후처리

  1. extractionextracted with Et2O
  2. dry with materialThe organic layer was dried over Na2SO4
  3. concentrationconcentrated
  4. customThe crude product was purified by flash chromatography
  5. washeluted with EtOAc/Hexane 9%
  6. customto give a yellow syrup

출처 및 근거

ORD 기록
ord-311f7a1abbbf468b94f4f1a55dd01342
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133292

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