Acetic Anhydride → Linezolid

HRID 245336

반응식

HRID 245336 반응식
[C:1](O)(=[O:3])[CH3:2].[NH2:5][CH2:6][C@@H:7]1[O:11][C:10](=[O:12])[N:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:24][CH2:23][O:22][CH2:21][CH2:20]3)=[C:15]([F:25])[CH:14]=2)[CH2:8]1.C(OC(=O)C)(=O)C>O>[CH3:2][C:1]([NH:5][CH2:6][C@@H:7]1[O:11][C:10](=[O:12])[N:9]([C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:20][CH2:21][O:22][CH2:23][CH2:24]3)=[C:15]([F:25])[CH:14]=2)[CH2:8]1)=[O:3]

참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 56650010HCID 56650010, 화합물

생성물 1

HCID 441401Linezolid수율 88.9%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
50 °C

실험 절차

(S)-5-(aminomethyl)-3-(3-fluoro-4-morpholinophenyl)oxazolidin-2-one acetate (3.5 g, 10 mmol) was dissolved in 20 mL of water. The solution was heated to 50° C. and then acetic anhydride (0.72 g, 12 mmol) was added dropwise and stirred at 50° C. for 2 hours. The mixture was cooled down to 0° C. to crystallize, filtered, washed with water, dried and recrystallized with ethyl acetate to provide 3.0 g of Linezolid in 88% yield.

후처리

  1. temperatureThe mixture was cooled down to 0° C.
  2. customto crystallize
  3. filtrationfiltered
  4. washwashed with water
  5. customdried
  6. customrecrystallized with ethyl acetate

출처 및 근거

ORD 기록
ord-88a3e2ff98284d29809171362a7793e8
출처 데이터셋
uspto-grants-2014_02
특허 번호
US08658789B2

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