Ethyl Acetoacetate → (R)-3-Azido-2-methylpropanoic acid, methyl ester

HRID 1360176노트

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HRID 1360176 반응식
[CH3:1][O:2][C:3](=[O:12])[C@H:4]([CH3:11])[CH2:5]OS(C)(=O)=O.[N-:13]=[N+:14]=[N-:15].[Na+].C(OC(=O)CC(C)=O)C>CN(C)C=O>[CH3:1][O:2][C:3](=[O:12])[C@H:4]([CH3:11])[CH2:5][N:13]=[N+:14]=[N-:15]

참가 물질

5

반응물 3

HCID 8868Ethyl AcetoacetateHCID 33557Sodium AzideHCID 86621909methyl (2R)-2-methyl-3-[(methylsulfonyl)oxy]propanoate

생성물 1

HCID 150729(R)-3-Azido-2-methylpropanoic acid, methyl ester수율 32%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

(R)-3-methanesulfonyloxy-2-methyl-propionic acid methyl ester was dissolved in 100 mL of dimethylformamide, and then 8.2 g (126 mmol) of sodium azide was added thereto at 60° C., followed by stirring for 24 hours. After addition of 400 mL of ethylacetoacetate and washing with water, an organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and then the residue was purified by column chromatography to give 2 g (13.9 mmol) of the title compound in a yield of 32%.

후처리

  1. customat 60° C.
  2. washwashing with water
  3. dry with materialan organic layer was dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-8e5757f8552a4b57b3ab41457b33320a
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879848B2

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