Chloroacetone → 1-((4-Bromophenyl)thio)propan-2-one

HRID 572395ノート

反応式

HRID 572395 の反応式
Cl[CH2:2][C:3](=[O:5])[CH3:4].C(=O)([O-])[O-].[K+].[K+].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([SH:19])=[CH:15][CH:14]=1.CCCCCC>CN(C=O)C>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([S:19][CH2:2][C:3](=[O:5])[CH3:4])=[CH:15][CH:14]=1

参加物

6

反応物 4

HCID 6571ChloroacetoneHCID 8058HexaneHCID 11430Potassium CarbonateHCID 660494-Bromothiophenol

生成物 1

HCID 8219021-((4-Bromophenyl)thio)propan-2-one収率 80%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1-Chloro-propan-2-one (1.0 g, 11.63 mmol) and potassium carbonate (2.9 g, 21.15 mmol) were added to a solution of 4-bromo-benzenethiol (2.0 g, 10.58 mmol) in DMF (5.0 mL) at 0° C. The resulting mixture was stirred at room temperature overnight. The reaction was monitored by TLC (100% hexane). The reaction mixture quenched with ice and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to yield the crude product. Purification by column chromatography on silica gel (2% methanol in chloroform) afforded 2.0 g of the product (80% yield).

後処理

  1. customThe reaction mixture quenched with ice
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. concentrationconcentrated
  5. customto yield the crude product
  6. customPurification by column chromatography on silica gel (2% methanol in chloroform)

出典と根拠

ORDレコード
ord-ea0b6b3c0ec14f70b3e891c699c873af
出典データセット
uspto-grants-2015_05
特許番号
US09029399B2

反応ノート

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