2,3-Dichlorobenzoyl chloride → (7-Isopropyl-2-methyl-1H-indol-3-yl)-(2,3-dichlorophenyl)methanone

HRID 890241

反応式

HRID 890241 の反応式
C[Mg]Br.[CH:4]([C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:15]=1[NH:14][C:13]([CH3:16])=[CH:12]2)([CH3:6])[CH3:5].[Cl:17][C:18]1[C:26]([Cl:27])=[CH:25][CH:24]=[CH:23][C:19]=1[C:20](Cl)=[O:21].[NH4+].[Cl-]>CCOCC.C1COCC1>[CH:4]([C:7]1[CH:8]=[CH:9][CH:10]=[C:11]2[C:15]=1[NH:14][C:13]([CH3:16])=[C:12]2[C:20]([C:19]1[CH:23]=[CH:24][CH:25]=[C:26]([Cl:27])[C:18]=1[Cl:17])=[O:21])([CH3:6])[CH3:5]

参加物

7

反応物 4

HCID 179442,3-Dichlorobenzoyl chlorideHCID 25517Ammonium ChlorideHCID 222505907-isopropyl-2-methyl-1H-indoleHCID 178418573HCID 178418573、化合物

生成物 1

HCID 22250583(7-Isopropyl-2-methyl-1H-indol-3-yl)-(2,3-dichlorophenyl)methanone

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
-30 °C

実験手順

120 ml of anhydrous THF are cooled to −5° C. and 36 ml of 3M methylmagnesium bromide in ether are added. The mixture is cooled to −30° C. and then 15 g of 7-isopropyl-2-methyl-1H-indole are added dropwise. The mixture is left stirring for 1 hour between −20° C. and −30° C. and then 30.9 g of 2,3-dichlorobenzoyl chloride, dissolved in 120 ml of THF, are added dropwise. The medium is left to return to AT and is then poured onto 300 ml of a saturated NH4Cl solution. Separation is carried out by settling, the organic layer is evaporated and then the residue is taken up in DCM. The organic phase is washed with a saturated NaCl solution and then it is dried and evaporated. The residue is chromatographed on silica while eluting with an AcOEt/cyclohexane (3/7, v/v) mixture.

後処理

  1. waitThe mixture is left
  2. additionare added dropwise
  3. waitThe medium is left
  4. customSeparation
  5. customthe organic layer is evaporated
  6. washThe organic phase is washed with a saturated NaCl solution
  7. customit is dried
  8. customevaporated
  9. customThe residue is chromatographed on silica
  10. washwhile eluting with an AcOEt/cyclohexane (3/7

出典と根拠

ORDレコード
ord-a970bc18ea78491d8400a8cf48183c82
出典データセット
uspto-grants-2006_02
特許番号
US06995184B2

関連ノート

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