Cesium carbonate → N-(4-Methoxy-2-([(2S)-2-methyloxiran-2-yl]methoxy}phenyl)acetamide

HRID 270076ノート

反応式

HRID 270076 の反応式
[CH3:1][C@@:2]1([CH2:5]OS(C2C=CC=C([N+]([O-])=O)C=2)(=O)=O)[CH2:4][O:3]1.[OH:19][C:20]1[CH:25]=[C:24]([O:26][CH3:27])[CH:23]=[CH:22][C:21]=1[NH:28][C:29](=[O:31])[CH3:30].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C>[CH3:27][O:26][C:24]1[CH:23]=[CH:22][C:21]([NH:28][C:29](=[O:31])[CH3:30])=[C:20]([O:19][CH2:1][C@:2]2([CH3:5])[CH2:4][O:3]2)[CH:25]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 41051392'-Hydroxy-4'-methoxyacetanilideHCID 86597620HCID 86597620、化合物

生成物 1

HCID 11448100N-(4-Methoxy-2-([(2S)-2-methyloxiran-2-yl]methoxy}phenyl)acetamide

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of [(2S)-2-methyloxiran-2-yl]methyl3-nitrobenzenesulfonate (2.04 g, 7.46 mmol), N-(2-hydroxy-4-methoxyphenyl)acetamide ((1.04 g, 5.74 mmol) and Cs2CO3 (2.80 g, 8.61 mmol) in DMF (12 mL) was kept on stirring at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and water. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (ethyl acetate:hexane 1:1) to give the subtitled compound (1.19 g).

後処理

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. dry with materialThe organic layer was dried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel flash chromatography (ethyl acetate:hexane 1:1)

出典と根拠

ORDレコード
ord-d0862cfd5414480b919ba963b7446835
出典データセット
uspto-grants-2008_11
特許番号
US07449475B2

反応ノート

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