Hydrochloric Acid → 2-trifluoromethyl-3-formyl-(1H)-indole

HRID 231835

반응식

HRID 231835 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[F:5][C:6]([F:17])([F:16])[C:7]1[NH:8][C:9]2[C:14]([CH:15]=1)=[CH:13][CH:12]=[CH:11][CH:10]=2.Cl[CH:19]([O:21]C(Cl)Cl)Cl.Cl>C(Cl)Cl.O.[N+](C)([O-])=O>[F:17][C:6]([F:5])([F:16])[C:7]1[NH:8][C:9]2[C:14]([C:15]=1[CH:19]=[O:21])=[CH:13][CH:12]=[CH:11][CH:10]=2

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 558102Bis(dichloromethyl) etherHCID 6451240Aluminum(III) ChlorideHCID 109321242-(trifluoromethyl)-1H-indole

생성물 1

HCID 200321282-trifluoromethyl-3-formyl-(1H)-indole

시약·촉매·용매 3

HCID 962Water용매HCID 6344Dichloromethane용매3회HCID 6375Nitromethane용매

반응 조건

온도
-65 °C

실험 절차

6.1 g of aluminum chloride and 20 ml of methylene chloride were mixed together at -65° C. under an inert atmosphere and a solution of 4.61 g of 2-trifluoromethyl-(1H)-indole (J. Org. Chem., 1974 Vol. 39, p. 1836), 1.4 ml of nitromethane and 20 ml of methylene chloride were added at -60° C. 3.3 ml of dichloromethyl ether in solution in 10 ml of methylene chloride were added to the suspension of the resulting mixture was stirred for 15 minutes at -65° C. The temperature was allowed to rise and at about -10° C., a strong evolution of hydrochloric acid was observed which ceased at about 0° C. The black solution obtained was stirred for 30 minutes at 25° C. and the reaction mixture was poured into water and extracted with methylene chloride. The organic phases were washed with an aqueous solution of sodium bicarbonate, then with water and concentrated to dryness under reduced pressure to obtain 4.6 g of 2-trifluoromethyl-3-formyl-(1H)-indole.

후처리

  1. customto rise and at about -10° C.
  2. customceased at about 0° C
  3. customThe black solution obtained
  4. stirringwas stirred for 30 minutes at 25° C.
  5. extractionextracted with methylene chloride
  6. washThe organic phases were washed with an aqueous solution of sodium bicarbonate
  7. concentrationwith water and concentrated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-887274cc264541c98dd0abbc446296c2
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04849443

연결된 노트

불러오는 중…