Hexane → 5-Bromo-3-methyl-1-benzothiophene

HRID 572396ノート

反応式

HRID 572396 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10](=O)[CH3:11])=[CH:4][CH:3]=1.CCCCCC>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]2[S:8][CH:9]=[C:10]([CH3:11])[C:4]=2[CH:3]=1

参加物

4

反応物 2

HCID 8058HexaneHCID 8219021-((4-Bromophenyl)thio)propan-2-one

生成物 1

HCID 141757645-Bromo-3-methyl-1-benzothiophene収率 66%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

Polyphosphoric acid (7 g) was added to a solution of 1-(4-bromo-phenylsulfanyl)-propan-2-one (I-24a: 2.0 g, 8.163 mmol) in toluene (10 mL) and the resulting mixture was heated to 100° C. for 5 hours. The reaction was monitored by TLC (100% hexane). The reaction mixture was cooled to room temperature, quenched with ice, basified with potassium carbonate (pH˜8) and extracted with ethyl acetate. The organic layer was concentrated to yield the crude product. Purification by column chromatography on silica gel (100% hexane) afforded 1.2 g of product (66% yield)

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customquenched with ice
  3. extractionextracted with ethyl acetate
  4. concentrationThe organic layer was concentrated
  5. customto yield the crude product
  6. customPurification by column chromatography on silica gel (100% hexane)

出典と根拠

ORDレコード
ord-1cf08af0785f4d9784603395beac3d68
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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