Benzoyl chloride → HCID 66936364, 화합물

HRID 1366527노트

반응식

HRID 1366527 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 66936364HCID 66936364, 화합물수율 21%

시약·촉매·용매 1

HCID 21908982Water methylene chloride용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-5cee7f025c1b40e1a37faa883739ee64
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07893056B2

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