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Water → 2,3-dihydro-8-hydroxy-4H-1-Benzopyran-4-one

HRID 1067409
ノート
印刷プレビュー

反応式

HRID 1067409 の反応式
C[O:2][C:3]1[C:12]2[O:11][CH2:10][CH2:9][C:8](=[O:13])[C:7]=2[CH:6]=[CH:5][CH:4]=1.[Cl-].[Al+3].[Cl-].[Cl-].O>C1(C)C(C)=CC=CC=1>[OH:2][C:3]1[C:12]2[O:11][CH2:10][CH2:9][C:8](=[O:13])[C:7]=2[CH:6]=[CH:5][CH:4]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 6451240Aluminum(III) ChlorideHCID 122518658-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

生成物 1

HCID 111266012,3-dihydro-8-hydroxy-4H-1-Benzopyran-4-one収率 56.6%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

反応条件

温度
100 °C

実験手順

2,3-Dihydro-8-methoxy-4H-1-benzopyran-4-one (7.59 g, 42.4 mmol) was dissolved in xylene (80 mL) followed by addition of anhydrous aluminum chloride (11.4 g, 85.5 mmol), and the mixture was stirred at 100° C. for 2 hours. After cooling, the reaction mixture was poured into iced water and extracted with ethyl acetate. The organic layer was washed with 1N-hydrochloric acid and saturated aqueous sodium chloride solution, dried over MgSO4, and filtered. The filtrate was concentrated under reduced pressure and the residue was crystallized from methanol-ethyl acetate-diethyl ether to provide 3.94 g of the title compound. Yield 56%.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with 1N-hydrochloric acid and saturated aqueous sodium chloride solution
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customthe residue was crystallized from methanol-ethyl acetate-diethyl ether

出典と根拠

ORDレコード
ord-d1461a58bfe74c91b88ad145aca151eb
出典データセット
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06248766B1

反応ノート

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