Allyl iodide → Methyl 3-(allyloxy)benzoate

HRID 1510141노트

반응식

HRID 1510141 반응식
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[CH2:12](I)[CH:13]=[CH2:14].[H-].[Na+]>CN(C=O)C>[CH2:14]([O:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6])[CH:13]=[CH2:12]

참가 물질

5

반응물 3

HCID 11166Allyl iodideHCID 24758Sodium hydrideHCID 88068Methyl 3-Hydroxybenzoate

생성물 1

HCID 10932265Methyl 3-(allyloxy)benzoate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of methyl 3-hydroxybenzoate (5.0 g, 32.9 mmol) in DMF (20 mL) was added allyl iodide (6.62 g, 39.4 mmol) followed by sodium hydride (60% oil dispersion, 0.95 g, 39.4 mmol). After stirring at rt for 5 h, the reaction mixture was quenched with H2O, extracted with ethyl acetate (three times), dried over MgSO4 and concentrated under vacuum. Purification by silica gel chromatography (10% EtOAc/hexanes) afforded the desired product.

후처리

  1. customthe reaction mixture was quenched with H2O
  2. extractionextracted with ethyl acetate (three times)
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated under vacuum
  5. customPurification by silica gel chromatography (10% EtOAc/hexanes)

출처 및 근거

ORD 기록
ord-50ed01bf8ec44881af827f62f13c2750
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08211904B2

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