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p-Anisoyl chloride → HCID 11248427、化合物

HRID 1986357
ノート
印刷プレビュー

反応式

HRID 1986357 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([O:8][C:9]2[N:14]=[CH:13][C:12]3[N:15]=[C:16]([C:20]4[C:21]([NH2:25])=[N:22][O:23][N:24]=4)[N:17]([CH2:18][CH3:19])[C:11]=3[CH:10]=2)[CH:5]=[CH:6][CH:7]=1.C(N(CC)CC)C.[CH3:33][O:34][C:35]1[CH:43]=[CH:42][C:38]([C:39](Cl)=[O:40])=[CH:37][CH:36]=1>CN(C=O)C.O.CCOC(C)=O>[NH2:25][C:21]1[C:20]([C:16]2[N:17]([CH2:18][CH3:19])[C:11]3[CH:10]=[C:9]([O:8][C:4]4[CH:3]=[C:2]([NH:1][C:39](=[O:40])[C:38]5[CH:42]=[CH:43][C:35]([O:34][CH3:33])=[CH:36][CH:37]=5)[CH:7]=[CH:6][CH:5]=4)[N:14]=[CH:13][C:12]=3[N:15]=2)=[N:24][O:23][N:22]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 7477p-Anisoyl chlorideHCID 8471TriethylamineHCID 11404963HCID 11404963、化合物

生成物 1

HCID 11248427HCID 11248427、化合物収率 21%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

To a 0° C. solution of 0.10 g of the product of Example 3 (0.30 mmols) in DMF (1.0 mL) was added 0.041 mL of triethylamine (0.30 mmols) and 0.056 g of 4-methoxybenzoylchloride (0.33 mmols). The reaction mixture was allowed to warm to rt and stirred for 23 h. The reaction mixture was diluted with 1 mL of water and 5 mL of EtOAc. The layers were separated, and the aqueous layer was extracted with EtOAc. The combined organics were washed with water and concentrated to a partial volume. Methanol was added, and a solid precipitated from the solution. The precipitate was filtered off and dried and the crude product was purified by silica gel chromatography to provide the title compound as a white powder (0.029 g, 21%). MS (ES+) m/e 473 [M+H]+.

後処理

  1. customThe layers were separated
  2. extractionthe aqueous layer was extracted with EtOAc
  3. washThe combined organics were washed with water
  4. concentrationconcentrated to a partial volume
  5. additionMethanol was added
  6. customa solid precipitated from the solution
  7. filtrationThe precipitate was filtered off
  8. customdried
  9. customthe crude product was purified by silica gel chromatography

出典と根拠

ORDレコード
ord-0f7457204ff94902ac87865048294006
出典データセット
uspto-grants-2009_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07547779B2

反応ノート

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