Phosphorus oxychloride → 1H-Indole-3-carboxaldehyde, 1-methyl-2-phenyl-

HRID 436233

반응식

HRID 436233 반응식
P(Cl)(Cl)(Cl)=O.[CH3:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[C:8]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[C:22]([O-])(=[O:24])C.[Na+]>CN(C)C=O.O>[CH3:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]([CH:22]=[O:24])=[C:8]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

6

반응물 3

HCID 24813Phosphorus oxychlorideHCID 770951-Methyl-2-phenylindoleHCID 517045Sodium Acetate

생성물 1

HCID 744681H-Indole-3-carboxaldehyde, 1-methyl-2-phenyl-

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매2회

실험 절차

To 150 ml of dimethylformamide 46 ml of phosphorus oxychloride were added dropwise care being taken that the temperature of the reaction mixture did not rise above 20° C. Subsequently to the obtained mixture 103.5 g of 1-methyl-2-phenyl-indole dissolved in 200 ml of dimethylformamide were added dropwise. During the addition the temperature of the reaction mixture was kept in the range of 20° to 40° C and thereupon for 1 hour between 40° and 45° C. Then the reaction mixture was poured into a solution of 490 g of sodium acetate dissolved in 500 ml of water to which 500 g of ice were added. The precipitated aldehyde was separated by suction, washed with water and methanol.

후처리

  1. customdid not rise above 20° C
  2. additionwere added dropwise
  3. additionDuring the addition the temperature of the reaction mixture
  4. customwas kept in the range of 20° to 40° C
  5. additionwere added
  6. customThe precipitated aldehyde was separated by suction
  7. washwashed with water and methanol

출처 및 근거

ORD 기록
ord-95283ecf5330478b97733e8a59277787
출처 데이터셋
uspto-grants-1977_02
특허 번호
US04008085

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