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

HRID 875187

반응식

HRID 875187 반응식
[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]

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 962Water용매HCID 3283Diethyl Ether용매2회

실험 절차

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%)

후처리

  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

출처 및 근거

ORD 기록
ord-12f6ae5917cc4649b0dca1968c1da7a9
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08981111B2

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