Phosphorus oxychloride → ethyl 5-chloro-3-formyl-1H-indole-2-carboxylate

HRID 1392764ノート

反応式

HRID 1392764 の反応式
P(Cl)(Cl)(Cl)=O.CN([CH:14]=[O:15])C1C=CC=CC=1.[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:20]2.C([O-])(=O)C.[Na+]>ClCCCl>[Cl:16][C:17]1[CH:18]=[C:19]2[C:23](=[CH:24][CH:25]=1)[NH:22][C:21]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[C:20]2[CH:14]=[O:15]

参加物

6

反応物 4

HCID 24813Phosphorus oxychlorideHCID 66737N-MethylformanilideHCID 78518Ethyl 5-chloroindole-2-carboxylateHCID 517045Sodium Acetate

生成物 1

HCID 4410568ethyl 5-chloro-3-formyl-1H-indole-2-carboxylate収率 79.1%

試薬・触媒・溶媒 1

HCID 111,2-Dichloroethane溶媒

実験手順

After phosphorus oxychloride (2.0 ml) was added to N-methylformanilide (2.9 g), and the mixture was stirred for 15 minutes, 1,2-dichloroethane (50 ml) and ethyl 5-chloroindole-2-carboxylate (4.0 g) were added, and the resultant mixture was heated under reflux for 1 hour. The reaction mixture was poured into an aqueous solution (28 ml) of sodium acetate (14 g) under ice cooling. After stirring for 18 hours, insoluble matter was collected by filtration. This product was successively washed with water and diethyl ether to obtain the title compound (3.56 g).

後処理

  1. temperatureunder reflux for 1 hour
  2. stirringAfter stirring for 18 hours
  3. filtrationinsoluble matter was collected by filtration
  4. washThis product was successively washed with water and diethyl ether

出典と根拠

ORDレコード
ord-dfe73ba6ac7b4da7a3dcddd38547c7eb
出典データセット
uspto-grants-2008_03
特許番号
US07342014B2

反応ノート

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