Methanol → methyl2-(7-amino-4-methyl-2-oxo-2H-chromen-3-yl)acetate

HRID 2369748

反応式

HRID 2369748 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:17])=[C:7]([CH2:13][C:14]([OH:16])=[O:15])[C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1.[CH3:18]O>OS(O)(=O)=O>[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([CH3:17])=[C:7]([CH2:13][C:14]([O:16][CH3:18])=[O:15])[C:8](=[O:12])[O:9]2)=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 887MethanolHCID 1293677-Amino-4-methylcoumarin-3-acetic acid

生成物 1

HCID 86668467methyl2-(7-amino-4-methyl-2-oxo-2H-chromen-3-yl)acetate収率 75%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid触媒

反応条件

温度
120 °C

実験手順

7-Amino-4-methyl-3-coumarinylacetic acid (43.1 mg, 0.18 mmol) was dissolved in MeOH (40 ml). H2SO4 (5 drops) was added, and the reaction mixture was heated to 120° C. and stirred. After 4 hr, the disappearance of the starting materials was confirmed, and the reaction mixture was cooled to room temperature. The reaction mixture was concentrated to ⅓ and the mixture was neutralized with aqueous saturated NaHCO3 solution. The reaction mixture was extracted with BuOH, and the organic layer was concentrated. The residue was purified by silica gel column chromatography (eluate: hexane:EtOAc=1:2) to give the object compound (34.4 mg, 0.14 mmol, 75%).

後処理

  1. temperaturethe reaction mixture was cooled to room temperature
  2. concentrationThe reaction mixture was concentrated
  3. extractionThe reaction mixture was extracted with BuOH
  4. concentrationthe organic layer was concentrated
  5. customThe residue was purified by silica gel column chromatography (eluate: hexane:EtOAc=1:2)

出典と根拠

ORDレコード
ord-3954169c5b93459d91dc616754cf0221
出典データセット
uspto-grants-2014_04
特許番号
US08709721B2

関連ノート

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