Epichlorohydrin → HCID 86643049、化合物

HRID 2065916ノート

反応式

HRID 2065916 の反応式
[CH2:1]([C:3]1[CH:4]=[C:5]([C:11]2[O:15][N:14]=[C:13]([C:16]3[CH:21]=[C:20]([CH3:22])[C:19]([OH:23])=[C:18]([CH2:24][CH3:25])[CH:17]=3)[N:12]=2)[CH:6]=[N:7][C:8]=1[CH2:9][CH3:10])[CH3:2].[CH2:26]([CH:28]1[O:30][CH2:29]1)Cl>C(O)(C)C.[OH-].[Na+].CC(=O)OCC>[CH2:9]([C:8]1[C:3]([CH2:1][CH3:2])=[CH:4][C:5]([C:11]2[O:15][N:14]=[C:13]([C:16]3[CH:21]=[C:20]([CH3:22])[C:19]([O:23][CH2:26][CH:28]4[CH2:29][O:30]4)=[C:18]([CH2:24][CH3:25])[CH:17]=3)[N:12]=2)=[CH:6][N:7]=1)[CH3:10]

参加物

6

反応物 2

HCID 7835EpichlorohydrinHCID 136170273HCID 136170273、化合物

生成物 1

HCID 86643049HCID 86643049、化合物収率 52.5%

試薬・触媒・溶媒 3

HCID 3776Isopropanol溶媒HCID 8857Ethyl Acetate溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

To a solution of 4-[5-(5,6-diethyl-pyridin-3-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenol (150 mg, 0.445 mmol) in isopropanol (10 mL) and 3 N aq. NaOH (3 mL), epichlorhydrine (164 mg, 1.78 mmol) is added. The mixture is stirred at rt for 20 h. The mixture is diluted with EA and washed with sat. aq. NaHCO3 solution. The org. extract is dried over MgSO4, filtered and evaporated. The crude product is purified by chromatography on prep. TLC plates with EA-heptane to give (RS)-2,3-diethyl-5-[3-(3-ethyl-5-methyl-4-oxiranylmethoxy-phenyl)-[1,2,4]oxadiazol-5-yl]-pyridine (92 mg) as an oil.

後処理

  1. washwashed with sat. aq. NaHCO3 solution
  2. extractionextract
  3. dry with materialis dried over MgSO4
  4. filtrationfiltered
  5. customevaporated
  6. customThe crude product is purified by chromatography on prep

出典と根拠

ORDレコード
ord-4aab7bacf12c4bb9a063d4bab2305adb
出典データセット
uspto-grants-2012_10
特許番号
US08288554B2

反応ノート

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