Hydrochloric Acid → (4-Methyloxazol-5-yl)(phenyl)methanone

HRID 875187

反応式

HRID 875187 の反応式
[Cl-].[Li+].CON(C)[C:6]([C:8]1[O:12][CH:11]=[N:10][C:9]=1[CH3:13])=[O:7].[C:15]1([Mg]Br)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.Cl>C(OCC)C.[Cu]I.O>[CH3:13][C:9]1[N:10]=[CH:11][O:12][C:8]=1[C:6]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:7]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 433294Lithium ChlorideHCID 18925369N-Methoxy-N,4-dimethyloxazole-5-carboxamideHCID 178418255HCID 178418255、化合物

生成物 1

HCID 53876795(4-Methyloxazol-5-yl)(phenyl)methanone収率 38.1%

試薬・触媒・溶媒 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 962Water溶媒HCID 3283Diethyl Ether溶媒2 回

実験手順

To a mixture of lithium chloride (0.77 g, 18.2 mmol) and copper(I) iodide (0.087 g, 0.45 mmol) was added diethylether (30 ml). After stirring for 5 minutes a solution of N-methoxy-N,4-dimethyl-1,3-oxazole-5-carboxamide (2.58 g, 15.16 mmol) in diethylether (30 ml) was added followed by the slow addition of phenylmagnesium bromide (4.12 g, 22.74 mmol). After stirring for 20 hours at room temperature 1N HCl (20 mL) and water (30 mL) were added. The mixture was extracted with dichloromethane, the organic layer was washed with water, dried over MgSO4, filtered and concentrated in vacuo. Purification of the crude material on silica gel afforded (4-methyl-1,3-oxazol-5-yl)(phenyl)methanone (1.08 g, 30%)

後処理

  1. additionwas added
  2. additionwere added
  3. extractionThe mixture was extracted with dichloromethane
  4. washthe organic layer was washed with water
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customPurification of the crude material on silica gel

出典と根拠

ORDレコード
ord-12f6ae5917cc4649b0dca1968c1da7a9
出典データセット
uspto-grants-2015_03
特許番号
US08981111B2

関連ノート

読み込み中…