Water → HCID 23371854, 화합물

HRID 1900059노트

반응식

HRID 1900059 반응식
[Br-].[CH3:2][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[NH2-].[Na+].O=[C:25]1[CH2:30][CH2:29][CH:28]([C:31]2[CH:36]=[CH:35][C:34]([N:37]3[CH2:41][CH:40]([CH2:42][O:43][CH3:44])[O:39][C:38]3=[O:45])=[CH:33][CH:32]=2)[CH2:27][CH2:26]1.O>O1CCCC1>[CH3:44][O:43][CH2:42][CH:40]1[O:39][C:38](=[O:45])[N:37]([C:34]2[CH:35]=[CH:36][C:31]([CH:28]3[CH2:29][CH2:30][C:25](=[CH2:2])[CH2:26][CH2:27]3)=[CH:32][CH:33]=2)[CH2:41]1

참가 물질

5

반응물 3

HCID 962WaterHCID 16212304Sodium;azanide;methyl(triphenyl)phosphanium;bromideHCID 23371853HCID 23371853, 화합물

생성물 1

HCID 23371854HCID 23371854, 화합물수율 83.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5.76 g (13.8mmol) of methyltriphenylphosphonium bromide/sodium amide mixture were stirred at room temperature under argon in 170 ml of tetrahydrofuran for 1 hour. Then, a solution of 4.20 g (13.8 mmol) of (RS)-3-[4-(4-oxo-cyclohexyl)-phenyl]-5-methoxymethyl-oxazolidin-2-one was added dropwise within 5 minutes. After boiling under reflux overnight the mixture was poured into water and extracted with methylene chloride. After drying with sodium sulfate and concentrating the residue was chromatographed over silica gel with ethyl acetate/n-hexane (1:2). 3.47 g (83%) of a solid were obtained. A small sample was recrystallized from hexane. M.p.: 63°-65°.

후처리

  1. temperatureunder reflux overnight the mixture
  2. extractionextracted with methylene chloride
  3. dry with materialAfter drying with sodium sulfate
  4. concentrationconcentrating the residue
  5. customwas chromatographed over silica gel with ethyl acetate/n-hexane (1:2)

출처 및 근거

ORD 기록
ord-f4092fd9a5bf429691e83a6801cdf5c8
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05574055

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