6-bromo-2,2-dimethyl-1-benzothiophen-3(2H)-one 1,1-dioxide → 6-Bromo-2,2,3-trimethyl-2,3-dihydro-1-benzothiophene-3-ol 1,1-dioxide

HRID 2390296노트

반응식

HRID 2390296 반응식
[Br:1][C:2]1[CH:15]=[CH:14][C:5]2[C:6](=[O:13])[C:7]([CH3:12])([CH3:11])[S:8](=[O:10])(=[O:9])[C:4]=2[CH:3]=1.[CH3:16][Mg]Br>CCOCC>[Br:1][C:2]1[CH:15]=[CH:14][C:5]2[C:6]([CH3:16])([OH:13])[C:7]([CH3:11])([CH3:12])[S:8](=[O:9])(=[O:10])[C:4]=2[CH:3]=1

참가 물질

4

반응물 2

HCID 565941096-bromo-2,2-dimethyl-1-benzothiophen-3(2H)-one 1,1-dioxide2회HCID 178418573HCID 178418573, 화합물

생성물 1

HCID 565941126-Bromo-2,2,3-trimethyl-2,3-dihydro-1-benzothiophene-3-ol 1,1-dioxide수율 97%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A cooled (0° C.) solution of 6-bromo-2,2-dimethyl-1-benzothiophen-3(2H)-one 1,1-dioxide (Intermediate 241; 750 mg; 2.59 mmol) in anhydrous Et2O (22.5 ml) was treated carefully with a 3 M solution of methylmagnesium bromide in Et2O (2.6 ml; 7.8 mmol). The white solution was stirred at RT for 1.5 before being quenched with a saturated solution of NH4Cl in water. The phases were separated and the aqueous phase was extracted with Et2O. The combined organic phases were washed with water and brine, dried over anhydrous magnesium sulfate and concentrated to dryness to afford the title compound as a white solid (767 mg, 97%).

후처리

  1. custombefore being quenched with a saturated solution of NH4Cl in water
  2. customThe phases were separated
  3. extractionthe aqueous phase was extracted with Et2O
  4. washThe combined organic phases were washed with water and brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-2d7b0e3609354945a7a45f2c4c77f6a5
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08273769B2

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