Methanol → HCID 58307466、化合物

HRID 222791

反応式

HRID 222791 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 58307466HCID 58307466、化合物収率 7%

試薬・触媒・溶媒 1

HCID 11430Potassium Carbonate溶媒

反応条件

温度
150 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-cafca3c763bb4a119ded67a4451b45ac
出典データセット
uspto-grants-2012_06
特許番号
US08207347B2

関連ノート

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