Chloroacetyl chloride → 4-(2-chloroacetyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

HRID 1828898ノート

反応式

HRID 1828898 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[CH3:5][C:6]1[CH:10]=[C:9]([CH3:11])[NH:8][C:7]=1[CH:12]=[O:13].[Cl:14][CH2:15][C:16](Cl)=[O:17]>ClCCCl>[Cl:14][CH2:15][C:16]([C:10]1[C:6]([CH3:5])=[C:7]([CH:12]=[O:13])[NH:8][C:9]=1[CH3:11])=[O:17]

参加物

5

反応物 3

HCID 6577Chloroacetyl chlorideHCID 2704653,5-Dimethyl-1H-pyrrole-2-carbaldehydeHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 220598554-(2-chloroacetyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde収率 57%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

Anhydrous aluminum chloride (42 g, 315 mmol) was added portionwise over 30 min to a room temperature solution of 3,5-dimethylpyrrol-2-carboxaldehyde (5 g, 40 mmol) in 1,2-dichloroethane (50 ml) under nitrogen. After stirring for 15 min, chloroacetyl chloride (17 g, 150 mmol) was added dropwise over 1 h. After addition was complete, the mixture was stirred at room temperature for 16 h. The mixture was poured onto crushed ice and the organic layer separated, dried over anhydrous sodium sulfate, and the solvent removed under reduced pressure. Yield 57%, m.p. 205–09° C. (toluene).

後処理

  1. additionAfter addition
  2. stirringthe mixture was stirred at room temperature for 16 h
  3. additionThe mixture was poured
  4. customonto crushed ice
  5. customthe organic layer separated
  6. dry with materialdried over anhydrous sodium sulfate
  7. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-e226a92232d04cdc97ffba1e1b7b32aa
出典データセット
uspto-grants-2006_06
特許番号
US07060822B1

反応ノート

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