Water → methyl 5-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)-2-hydroxybenzoate

HRID 1487074노트

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HRID 1487074 반응식
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]([CH2:25][CH:26]([CH3:28])[CH3:27])[S:10]([C:13]1[CH:14]=[CH:15][C:16]([O:23]C)=[C:17]([CH:22]=1)[C:18]([O:20][CH3:21])=[O:19])(=[O:12])=[O:11].B(Br)(Br)Br.O>ClCCl>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]([CH2:25][CH:26]([CH3:28])[CH3:27])[S:10]([C:13]1[CH:14]=[CH:15][C:16]([OH:23])=[C:17]([CH:22]=1)[C:18]([O:20][CH3:21])=[O:19])(=[O:12])=[O:11]

참가 물질

5

반응물 3

HCID 962WaterHCID 25134Boron tribromideHCID 89875889methyl 5-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)-2-methoxybenzoate

생성물 1

HCID 89875696methyl 5-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)-2-hydroxybenzoate

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
-78 °C

실험 절차

Methyl 5-(N-(2,4-dimethylphenyl)-N-isobutylsulfamoyl)-2-methoxybenzoate (1.485 g, 3.66 mmol) was dissolved in dichloromethane (DCM) (10 mL) and this was cooled to −78° C. A solution of boron tribromide in DCM (1M, 18.31 mL, 18.31 mmol) was then added dropwise and the reaction stirred under nitrogen. The reaction was then allowed to warm to room temperature and stirred overnight. Water (20 mL) was added dropwise to the reaction mixture and the crude product extracted to the organic phase of an aqueous work up between DCM and water. The aqueous phase was washed twice with DCM. The organic phase was then dried and concentrated in vacuo to give the crude product. LCMS [LCMS2] Rt 1.42 min, m/z (ES+) 392 (M+H).

후처리

  1. temperatureto warm to room temperature
  2. stirringstirred overnight
  3. extractionthe crude product extracted to the organic phase of an aqueous work up between DCM and water
  4. washThe aqueous phase was washed twice with DCM
  5. customThe organic phase was then dried
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-05a66b9b55054b119c792b705211e1fe
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428452B2

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