Phthaloyl chloride → 2-Bromo-4,5-dimethoxyl-(2-phthalimidoethyl)benzene

HRID 1912028

反応式

HRID 1912028 の反応式
[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[CH2:12][CH2:13][NH2:14].[C:15](Cl)(=[O:25])[C:16]1[C:17](=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:18](Cl)=[O:19].CCN(C(C)C)C(C)C>C(#N)C>[Br:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[C:5]([O:10][CH3:11])=[CH:4][C:3]=1[CH2:12][CH2:13][N:14]1[C:18](=[O:19])[C:17]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:16]2[C:15]1=[O:25]

参加物

5

反応物 3

HCID 6955Phthaloyl chlorideHCID 81531DiisopropylethylamineHCID 8203702-Br-4,5-DMPEA

生成物 1

HCID 50617422-Bromo-4,5-dimethoxyl-(2-phthalimidoethyl)benzene

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

2-Bromo-4,5-dimethoxylbenzeneethanamine (3.5 g 13.2 mmol) was dissolved and stirred in 50 mL dry acetonitrile. 2.14 mL (1.1 equiv) phthaloyl dichloride and 7 mL (3 equiv) Hünig's base were added. The mixture was stirred at room temperature overnight. Acetonitrile was then removed, and the remaining product was taken up in dichloromethane and washed with basic water (pH=11). The aqueous wash was extracted with dichloromethane 3×15 mL. The organic fractions were combined and dried over sodium sulfate. Solvent was removed to give the crude product, which was then purified by column chromatography. Calculated yield: 1.8 g (34%).

後処理

  1. customAcetonitrile was then removed
  2. washwashed with basic water (pH=11)
  3. washThe aqueous wash
  4. extractionwas extracted with dichloromethane 3×15 mL
  5. dry with materialdried over sodium sulfate
  6. customSolvent was removed

出典と根拠

ORDレコード
ord-369d582e22da432ab653738091fac756
出典データセット
uspto-grants-2013_12
特許番号
US08604213B2

関連ノート

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