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

HRID 1392764노트

반응식

HRID 1392764 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 111,2-Dichloroethane용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-dfe73ba6ac7b4da7a3dcddd38547c7eb
출처 데이터셋
uspto-grants-2008_03
특허 번호
US07342014B2

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