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

HRID 2175184

反応式

HRID 2175184 の反応式
[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

参加物

4

反応物 3

HCID 6228DimethylformamideHCID 4432411Diphosphoryl tetrachlorideHCID 13411053HCID 13411053、化合物

生成物 1

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

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-f6aa131a51cf4c0e9c7d24e49de30bef
出典データセット
uspto-grants-2015_06
特許番号
US09062056B2

関連ノート

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