tert-BUTYL CHLORIDE → methyl 5-tert-butyl-1H-pyrrole-2-carboxylate

HRID 18931

反応式

HRID 18931 の反応式
[CH3:1][O:2][C:3]([C:5]1[NH:6][CH:7]=[CH:8][CH:9]=1)=[O:4].[Cl-].[Cl-].[Cl-].[Al+3].[C:14](Cl)([CH3:17])([CH3:16])[CH3:15]>C(=S)=S>[C:14]([C:7]1[NH:6][C:5]([C:3]([O:2][CH3:1])=[O:4])=[CH:9][CH:8]=1)([CH3:17])([CH3:16])[CH3:15]

参加物

5

反応物 3

HCID 10486tert-BUTYL CHLORIDEHCID 136930Methyl pyrrole-2-carboxylateHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 18322360methyl 5-tert-butyl-1H-pyrrole-2-carboxylate収率 58.7%

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒2 回

反応条件

温度
50 °C

実験手順

A mixture of the methylpyrrole-2-carboxylate (1.0 g, 7.99 mmol) and aluminum trichloride (2.13 g, 16.0 mmol) was dissolved in carbon disulfide (20 mL) and stirred at 50° C. for 1 hour. Tert-butyl chloride (0.740 g, 7.99 mmol) in carbon disulfide (5 mL) was added in one portion and the mixture stirred at room temperature for an additional 20 hours. The reaction mixture was quenched with ice and extracted with dichloromethane. The solvent was removed under vacuum and the resulting solid was washed with cold hexane to afford 0.850 g of the expected methyl 5-tert-butyl-1H-pyrrole-2-carboxylate as a tan solid.

後処理

  1. stirringthe mixture stirred at room temperature for an additional 20 hours
  2. customThe reaction mixture was quenched with ice
  3. extractionextracted with dichloromethane
  4. customThe solvent was removed under vacuum
  5. washthe resulting solid was washed with cold hexane

出典と根拠

ORDレコード
ord-da6f722551a4427295029d5676767d32
出典データセット
uspto-grants-2010_06
特許番号
US07741479B2

関連ノート

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