Benzoyl chloride → HCID 66936364、化合物

HRID 1366527ノート

反応式

HRID 1366527 の反応式
[CH3:1][C:2]([C:11]([O:13][CH3:14])=[O:12])([CH3:10])[NH:3][CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7].C([O-])(O)=O.[Na+].[C:20](Cl)(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)Cl.O>[CH3:10][C:2]([C:11]([O:13][CH3:14])=[O:12])([CH3:1])[N:3]([CH2:4][CH2:5][C:6]([O:8][CH3:9])=[O:7])[C:20]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=[O:27]

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 516892Sodium BicarbonateHCID 13601736N-(3-Methoxy-3-oxopropyl)-2-methylalanine methyl ester

生成物 1

HCID 66936364HCID 66936364、化合物収率 21%

試薬・触媒・溶媒 1

HCID 21908982Water methylene chloride溶媒

実験手順

To a mixture of methyl 2-methyl-N-[3-(methyloxy)-3-oxopropyl]alaninate (11.71 g, 57.62 mmol) in 1:1 DCM-water (300 mL) was added NaHCO3 (9.68 g, 115.2 mmol) followed by benzoyl chloride (7.02 mL, 60.48 mmol). The mixture was vigorously stirred overnight, and the phases were then separated. The organic phase was dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was purified by silica gel chromatography (35% EtOAc in hexanes) to give methyl 2-methyl-N-[3-(methyloxy)-3-oxopropyl]-N-(phenylcarbonyl)alaninate (3.6787 g, 21% yield) as a colorless oil. LCMS: (M+H)+: 308.1.

後処理

  1. customthe phases were then separated
  2. dry with materialThe organic phase was dried over anhydrous MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel chromatography (35% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-5cee7f025c1b40e1a37faa883739ee64
出典データセット
uspto-grants-2011_02
特許番号
US07893056B2

反応ノート

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