Water → Methyl 2,3,4-trimethoxybenzoate

HRID 456029

反応式

HRID 456029 の反応式
[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[C:10]([O:14][CH3:15])[CH:9]=[CH:8][C:4]=1[C:5]([OH:7])=[O:6].[C:16]([O-])([O-])=O.[K+].[K+].CI.O>CN(C=O)C.CCOC(C)=O>[CH3:1][O:2][C:3]1[C:11]([O:12][CH3:13])=[C:10]([O:14][CH3:15])[CH:9]=[CH:8][C:4]=1[C:5]([O:7][CH3:16])=[O:6]

参加物

7

反応物 4

HCID 962WaterHCID 6328Methyl iodideHCID 113082,3,4-Trimethoxybenzoic acidHCID 11430Potassium Carbonate

生成物 1

HCID 13940801Methyl 2,3,4-trimethoxybenzoate

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
50 °C

実験手順

2,3,4-Trimethoxybenzoic acid (Aldrich) (20 g, 94 mmol) was dissolved in dry DMF (250 mL). K2CO3 (13 g, 94 mmol) and MeI (6.5 mL, 103.4 mmol) were added and the reaction mixture was heated to 50° C. for 5 h. The reaction mixture was cooled to it and water (250 mL) was added. EtOAc (1 L) was added and the organic phase was washed with water (3×500 mL) and finally with NaCl (sat.). The organic phase washed dried over MgSO4, filtered and concentrated in vacuo. Redissolved in toluene and evaporated. Methyl 2,3,4-trimethoxybenzoate was obtained as a slightly yellow oil. 1H NMR (CDCl3) δ=7.60 (1H, d), 6.70 (1H, d), 3.99 (3H, s), 3.91 (3H, s), 3.89 (3H, s), 3.88 (3H, s). Yield 21 g (99%).

後処理

  1. additionwas added
  2. washthe organic phase was washed with water (3×500 mL) and finally with NaCl (sat.)
  3. washThe organic phase washed
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. dissolutionRedissolved in toluene
  8. customevaporated

出典と根拠

ORDレコード
ord-3216ad2980eb4cd08a2d71088f0d0ca0
出典データセット
uspto-grants-2013_07
特許番号
US08497380B2

関連ノート

読み込み中…