1,2,3-Trimethoxybenzene → 6-Oxo-6-(2,3,4-trimethoxy-phenyl)-hexanoic acid methyl ester

HRID 33960

反応式

HRID 33960 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[O:11][CH3:12].[C:13]([O:22][CH3:23])(=[O:21])[CH2:14][CH2:15][CH2:16][CH2:17][C:18]([O-])=[O:19]>>[CH3:23][O:22][C:13](=[O:21])[CH2:14][CH2:15][CH2:16][CH2:17][C:18](=[O:19])[C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[C:4]([O:11][CH3:12])[C:5]=1[O:9][CH3:10]

参加物

3

反応物 2

HCID 124621,2,3-TrimethoxybenzeneHCID 6994472Methyl adipate

生成物 1

HCID 689247996-Oxo-6-(2,3,4-trimethoxy-phenyl)-hexanoic acid methyl ester収率 93.1%

反応条件

温度
45 °C

実験手順

150 g of polyphosphoric acid (Acros) was added to a mixture of 1,2,3-trimethoxybenzene (10.0 g, 59.47 mmol), and mono-methyl adipate (13.04 mL g, 89.20 mmol) in a 250 mL round bottom flask equipped with a mechanical stirrer. The reaction mixture was stirred for 2.5 h at 45° C. The reaction mixture was then poured into a 1000 mL beaker containing around 500 mL of ice, and stirred well. Tan colored product precipitated out which was then filtered and washed with water and dried under vacuum. 17.18 g (93%) of 65 was obtained, which was pure by NMR. Rf: 0.42 (40:60 EtOAc:Hexanes)

後処理

  1. customequipped with a mechanical stirrer
  2. additionThe reaction mixture was then poured into a 1000 mL beaker
  3. stirringstirred well
  4. customTan colored product precipitated out which
  5. filtrationwas then filtered
  6. washwashed with water
  7. customdried under vacuum

出典と根拠

ORDレコード
ord-b6c4f6940dc84e84a4bcf4a34b82b787
出典データセット
uspto-grants-2008_09
特許番号
US07429681B2

関連ノート

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