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Potassium Iodide → HCID 67530603、化合物

HRID 2388250
ノート
印刷プレビュー

反応式

HRID 2388250 の反応式
[CH2:1]([O:3][C:4]([C:6]1[O:10][N:9]=[C:8]([CH2:11][CH3:12])[C:7]=1[CH2:13]Br)=[O:5])[CH3:2].[CH2:15]([O:17][C:18](=[O:32])[CH2:19][NH:20][CH2:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][C:23]=1[O:30][CH3:31])[CH3:16].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[CH3:31][O:30][C:23]1[CH:24]=[C:25]([O:28][CH3:29])[CH:26]=[CH:27][C:22]=1[CH2:21][N:20]([CH2:13][C:7]1[C:8]([CH2:11][CH3:12])=[N:9][O:10][C:6]=1[C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH2:19][C:18]([O:17][CH2:15][CH3:16])=[O:32]
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 4875Potassium IodideHCID 11430Potassium CarbonateHCID 19895532Ethyl 2-(2,4-dimethoxybenzylamino)acetateHCID 67530800HCID 67530800、化合物

生成物 1

HCID 67530603HCID 67530603、化合物収率 51.5%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile
溶媒

実験手順

4-Bromomethyl-3-ethyl-isoxazole-5-carboxylic acid ethyl ester (1.03 g, 3.93 mmol) was dissolved in 40 mL of acetonitrile. N-(2,4-dimethoxybenzyl)glycine ethyl ester (1.09 g, 4.32 mmol), potassium carbonate (1.63 g, 11.8 mmol) and potassium iodide (0.98 g, 5.90 mmol) were added, and the mixture was stirred at room temperature for 16 h. The solvent was removed in vacuo and the residue was partitioned between CH2Cl2 and water. The aqueous layer was extracted with additional CH2Cl2 and the combined organic layer was dried over MgSO4 and concentrated. The crude oil was purified by flash chromatography (0-30% EtOAc/hexanes) to give 0.88 g of the title compound. MS: (+) m/z 435.53 (M+1).

後処理

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned between CH2Cl2 and water
  3. extractionThe aqueous layer was extracted with additional CH2Cl2
  4. dry with materialthe combined organic layer was dried over MgSO4
  5. concentrationconcentrated
  6. customThe crude oil was purified by flash chromatography (0-30% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-13de6047a7464157939151fb7596b032
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08269008B2

反応ノート

読み込み中…

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