Acetic Anhydride → 1-Acetyl-1,2-dihydro-2,2,4-trimethylquinoline-6-carboxylic acid methyl ester

HRID 2382290ノート

反応式

HRID 2382290 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[NH:11][C:10]([CH3:16])([CH3:15])[CH:9]=[C:8]2[CH3:17])=[O:4].[C:18](OC(=O)C)(=[O:20])[CH3:19]>>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]([C:18](=[O:20])[CH3:19])[C:10]([CH3:16])([CH3:15])[CH:9]=[C:8]2[CH3:17])=[O:4]

参加物

3

反応物 2

HCID 7918Acetic AnhydrideHCID 534161101,2-Dihydro-2,2,4-trimethylquinoline-6-carboxylic acid methyl ester

生成物 1

HCID 669924781-Acetyl-1,2-dihydro-2,2,4-trimethylquinoline-6-carboxylic acid methyl ester

実験手順

A mixture of 1,2-dihydro-2,2,4-trimethylquinoline-6-carboxylic acid methyl ester (2.3 g) and a catalytic amount of N,N-dimethylaminopyridine in acetic anhydride (60 ml) was stirred at 100° C. for 18 h. The reaction mixture was concentrated in vacuo, the residue was dissolved in ethyl acetate and washed with water and brine. The organic layer was dried (MgSO4) and concentrated in vacuo. The residue was chromatographed on silicagel in heptane/ethyl acetate=1/1=>1/9 (v/v) as eluent.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in ethyl acetate
  3. washwashed with water and brine
  4. dry with materialThe organic layer was dried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customThe residue was chromatographed on silicagel in heptane/ethyl acetate=1/1=>1/9 (v/v) as eluent

出典と根拠

ORDレコード
ord-65e4b1b047b8479d8036fac4049a6b71
出典データセット
uspto-grants-2012_09
特許番号
US08258293B2

反応ノート

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