Water → HCID 23371854、化合物

HRID 1900059ノート

反応式

HRID 1900059 の反応式
[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

参加物

5

反応物 3

HCID 962WaterHCID 16212304Sodium;azanide;methyl(triphenyl)phosphanium;bromideHCID 23371853HCID 23371853、化合物

生成物 1

HCID 23371854HCID 23371854、化合物収率 83.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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°.

後処理

  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)

出典と根拠

ORDレコード
ord-f4092fd9a5bf429691e83a6801cdf5c8
出典データセット
uspto-grants-1996_11
特許番号
US05574055

反応ノート

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