Dimethylformamide → 1,2-Dimethyl-1H-indole-3-carboxaldehyde

HRID 225901

반응식

HRID 225901 반응식
O=P(Cl)(Cl)Cl.[CH3:6][N:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=[C:8]1[CH3:16].[OH-].[Na+].CN([CH:22]=[O:23])C>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:23])=[C:8]1[CH3:16]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 134081,2-DimethylindoleHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychloride

생성물 1

HCID 5990841,2-Dimethyl-1H-indole-3-carboxaldehyde수율 97%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A solution of POCl3 (7.0 mL, 75 mmole) in DMF (100 mL) was stirred for 5 minutes at 0° C., then 1,2-dimethylindole (10.0 g, 69 mmole) was added in one portion. The reaction was allowed to warm to RT and stirred for 4 h. The thick slurry was poured into ice water (300 mL) and the flask was rinsed with additional water (50 mL). The aqueous mixture was basified with a solution of NaOH (13.2 g, 330 mmole) in H2O (50 mL), and the thick suspension was filtered to collect the solid. This was washed with water and dried under vacuum to give the title compound (11.59 g, 97%) as an off-white solid:

후처리

  1. washthe flask was rinsed with additional water (50 mL)
  2. filtrationthe thick suspension was filtered
  3. customto collect the solid
  4. washThis was washed with water
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-4b1b7dedbeee41f8baa394c3b77c2a98
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557125B2

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