Methanol → HCID 58307466, 화합물

HRID 222791

반응식

HRID 222791 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:14])=[CH:8][C:9](=O)[O:10][C:11]=1[CH3:12])=[O:5])[CH3:2].Cl.[NH2:16][NH2:17].CO>C([O-])([O-])=O.[K+].[K+]>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:14])=[CH:8][C:9](=[O:10])[N:16]([NH2:17])[C:11]=1[CH3:12])=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 887MethanolHCID 76918ethyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylateHCID 115031Hydrazinium chloride

생성물 1

HCID 58307466HCID 58307466, 화합물수율 7%

시약·촉매·용매 1

HCID 11430Potassium Carbonate용매

반응 조건

온도
150 °C

실험 절차

A mixture of 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylic acid ethyl ester (3.2 mL, 19 mmol) and hydrazine monohydrochloride (1.4 g, 20 mmol) in methanol (16 mL, 0.39 mmol) was heated under microwave irradiation for 2.5 hrs at 150° C. Reaction was taken up in sat. aq. K2CO3 (40 mL) and extracted with ethyl acetate (3×40 mL). The combined organic phases were washed with brine, dried over MgSO4, evaporated and purified by flash chromatography. Yield 7%. 1H NMR (500 MHz, CDCl3): 6.35 (s, 1H), 5.12 (s, 2H), 4.35 (q, J=7.1 Hz, 2H), 2.53 (s, 3H), 2.21 (s, 3H), 1.37 (t, J=7.1 Hz, 3H).

후처리

  1. customReaction
  2. extractionextracted with ethyl acetate (3×40 mL)
  3. washThe combined organic phases were washed with brine
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. custompurified by flash chromatography

출처 및 근거

ORD 기록
ord-cafca3c763bb4a119ded67a4451b45ac
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207347B2

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