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

HRID 270076노트

반응식

HRID 270076 반응식
[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

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 41051392'-Hydroxy-4'-methoxyacetanilideHCID 86597620HCID 86597620, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-d0862cfd5414480b919ba963b7446835
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07449475B2

반응 노트

불러오는 중…