Water → HCID 23371847、化合物

HRID 1900071ノート

反応式

HRID 1900071 の反応式
[Br-].[CH:2]([P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([CH3:4])[CH3:3].[NH2-].[Na+].O=[C:27]1[CH2:32][CH2:31][CH:30]([C:33]2[CH:38]=[CH:37][C:36]([N:39]3[CH2:43][CH:42]([CH2:44][O:45][CH3:46])[O:41][C:40]3=[O:47])=[CH:35][CH:34]=2)[CH2:29][CH2:28]1.O>O1CCCC1>[CH3:46][O:45][CH2:44][CH:42]1[O:41][C:40](=[O:47])[N:39]([C:36]2[CH:37]=[CH:38][C:33]([CH:30]3[CH2:31][CH2:32][C:27](=[C:2]([CH3:4])[CH3:3])[CH2:28][CH2:29]3)=[CH:34][CH:35]=2)[CH2:43]1

参加物

5

反応物 3

HCID 962WaterHCID 23371853HCID 23371853、化合物HCID 86749981Sodium triphenyl(propan-2-yl)phosphanium bromide azanide (1/1/1/1)

生成物 1

HCID 23371847HCID 23371847、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

1.60 g (3.3 mmol) of isopropyl-triphenylphosphonium bromide/sodium amide mixture in 30 ml of tetrahydrofuran were stirred at room temperature for 1 hour. Then, a solution of 1.0 g (3.3 mmol) of (RS)-3-[4-(4-oxo-cyclohexyl)-phenyl]-5-methoxymethyl-oxazolidin-2-one in 25 ml of tetrahydrofuran was added dropwise. After boiling at reflux over the weekend the mixture was poured into 100 ml of water and extracted three times with 50 ml of dichloromethane each time. After chromatography over silica gel with ethyl acetate/hexane 1:2 and recrystallization from n-hexane 120 mg (11%) were obtained as white crystals with m.p. 89°-91°.

後処理

  1. temperatureat reflux over the weekend the mixture
  2. extractionextracted three times with 50 ml of dichloromethane each time
  3. customAfter chromatography over silica gel with ethyl acetate/hexane 1:2 and recrystallization from n-hexane 120 mg (11%)
  4. customwere obtained as white crystals with m.p. 89°-91°

出典と根拠

ORDレコード
ord-4811b2ca53364e5b9f0d6591a07a6fd3
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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