Dimethylformamide → 1,4,6-Trimethyl-1H-indole-3-carbaldehyde

HRID 2175184

반응식

HRID 2175184 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[C:6]([CH3:12])[CH:7]=[C:8]([CH3:11])[CH:9]=2)[CH:4]=[CH:3]1.P(Cl)(Cl)(OP(Cl)(Cl)=O)=O.CN([CH:25]=[O:26])C>>[CH3:1][N:2]1[C:10]2[C:5](=[C:6]([CH3:12])[CH:7]=[C:8]([CH3:11])[CH:9]=2)[C:4]([CH:25]=[O:26])=[CH:3]1

참가 물질

4

반응물 3

HCID 6228DimethylformamideHCID 4432411Diphosphoryl tetrachlorideHCID 13411053HCID 13411053, 화합물

생성물 1

HCID 534339461,4,6-Trimethyl-1H-indole-3-carbaldehyde

실험 절차

A solution of 1,4,6-trimethyl-1H-indole (800 mg, 5 mmol) in DMF (0.9 mL) was cooled to 5° C. under nitrogen. The pyrophosphoryl chloride (1.4 mL, 10 mmol) was then slowly introduced. Upon complete addition the cooling bath was removed and the reaction was allowed to warm to ambient temperature. After a total of 45 minutes the reaction was cooled to 5° C. and slowly quenched with 2N NaOH. The pH was adjusted to 8. The solid that precipitate out from the solution was collected by filtration and was washed with water. The remaining white solid was dried in the oven and was confirmed to be the title compound (875 mg, 93%).

후처리

  1. additionUpon complete addition the cooling bath
  2. customwas removed
  3. temperatureAfter a total of 45 minutes the reaction was cooled to 5° C.
  4. customslowly quenched with 2N NaOH
  5. filtrationThe solid that precipitate out from the solution was collected by filtration
  6. washwas washed with water
  7. customThe remaining white solid was dried in the oven

출처 및 근거

ORD 기록
ord-f6aa131a51cf4c0e9c7d24e49de30bef
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09062056B2

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