Potassium Hydroxide → 4-Bromo-3-methylbenzene-1-thiol

HRID 422554노트

반응식

HRID 422554 반응식
CN(C)C(=O)[S:4][C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[C:7]([CH3:12])[CH:6]=1.[OH-].[K+]>CO>[Br:11][C:8]1[CH:9]=[CH:10][C:5]([SH:4])=[CH:6][C:7]=1[CH3:12]

참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 86620291S-4-bromo-3-methylphenyl dimethylcarbamothioate

생성물 1

HCID 156611054-Bromo-3-methylbenzene-1-thiol수율 84.2%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
90 °C

실험 절차

A mixture of S-4-bromo-3-methylphenyl dimethylcarbamothioate (4.56 g, 16.6 mmol) and potassium hydroxide (3.27 g, 58.2 mmol) in MeOH was heated at 90° C. for 1 hour. The mixture was cooled to RT and concentrated. The residue was redissolved in DCM and aqueous sodium bicarbonate (sat.) and the layers were separated. The organic layer was dried over sodium sulfate, filtered and concentrated. The crude material was purified by silica gel chromatography (100% hexanes) to afford 2.84 g of 4-bromo-3-methylbenzenethiol as a pale yellow oil.

후처리

  1. temperatureThe mixture was cooled to RT
  2. concentrationconcentrated
  3. dissolutionThe residue was redissolved in DCM
  4. customaqueous sodium bicarbonate (sat.) and the layers were separated
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe crude material was purified by silica gel chromatography (100% hexanes)

출처 및 근거

ORD 기록
ord-6add02a9154c413ab9c2978e3d096b19
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101612B2

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