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Methanol → Methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate

HRID 1020011
ノート
印刷プレビュー

反応式

HRID 1020011 の反応式
[C:1](O)(=O)[CH2:2][NH:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=O.[C:14](CC1C=CC=CC=1C=O)(O)=[O:15].[OH-:26].[K+].[CH3:28][OH:29]>>[O:26]=[C:4]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH:1]=[C:2]([C:28]([O:15][CH3:14])=[O:29])[NH:3]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

4

反応物 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 866643832-Carboxymethylbenzaldehyde hippuric acid

生成物 1

HCID 641183Methyl 1-oxo-1,2-dihydroisoquinoline-3-carboxylate収率 99%

反応条件

温度
65 °C

実験手順

The 2-carboxymethylbenzaldehyde hippuric acid adduct from above (1.0 g, 3.3 mmoles) was dissolved in methanol (20 mls) and solid potassium hydroxide (0.37 g, 6.6 mmoles) was added. The clear solution was heated (65° C.) for 1 hour. The reaction was evaporated and the solid residue partitioned between water (25 mls) and ethyl acetate (25 mls). The aqueous layer was further extracted with ethyl acetate (2×10 mls) and the combined ethyl acetate extracts washed with brine (10 mls) water (10 mls). After drying over magnesium sulphate the solution was evaporated to leave a yellow solid (0.68 g, 99% yield).

後処理

  1. customThe reaction was evaporated
  2. customthe solid residue partitioned between water (25 mls) and ethyl acetate (25 mls)
  3. extractionThe aqueous layer was further extracted with ethyl acetate (2×10 mls)
  4. washthe combined ethyl acetate extracts washed with brine (10 mls) water (10 mls)
  5. dry with materialAfter drying over magnesium sulphate the solution
  6. customwas evaporated

出典と根拠

ORDレコード
ord-56c1c7c8a4854d16bb6e3ee30938b9b2
出典データセット
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08716302B2

反応ノート

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