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N,N-Dimethylaniline → 1-(3-Chloropropionyl)-2,3-dihydro-1H-indole-5-carbonitrile

HRID 1992340
ノート
印刷プレビュー

反応式

HRID 1992340 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]#[N:11])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.CN(C)C1C=CC=CC=1.Cl[CH:22]([CH3:26])[C:23](Cl)=[O:24].C(Cl)[Cl:28]>O>[Cl:28][CH2:26][CH2:22][C:23]([N:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]#[N:11])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1)=[O:24]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 949N,N-DimethylanilineHCID 6344DichloromethaneHCID 1110192-Chloropropionyl chlorideHCID 219076392,3-Dihydro-1H-indole-5-carbonitrile

生成物 1

HCID 685218881-(3-Chloropropionyl)-2,3-dihydro-1H-indole-5-carbonitrile

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a solution of 2,3-dihydro-1H-indole-5-carbonitrile (8 g, 0.0556 mol; see step (iv) above) in DCM (50 mL) at 0° C. was added N,N-dimethylaniline (13.5 g, 0.1112 mol) followed by 2-chloropropionyl chloride (8.46 g, 0.0667 mol). The reaction mixture was stirred for 3 h before being diluted with water and extracted with DCM. The organic layer was washed with water and brine, dried over sodium sulfate and then concentrated under reduced pressure. The resulting residue was purified by column chromatography over silica gel to yield the sub-title compound as a pale yellow solid. Yield: 10.5 g.

後処理

  1. extractionextracted with DCM
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe resulting residue was purified by column chromatography over silica gel

出典と根拠

ORDレコード
ord-0243932a2ad34898aee85f4c785f8a47
出典データセット
uspto-grants-2010_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07648985B2

反応ノート

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