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

HRID 422554ノート

反応式

HRID 422554 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 156611054-Bromo-3-methylbenzene-1-thiol収率 84.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
90 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-6add02a9154c413ab9c2978e3d096b19
出典データセット
uspto-grants-2012_01
特許番号
US08101612B2

反応ノート

読み込み中…