Water → Methyl 2,3,4-trimethoxybenzoate

HRID 456029

반응식

HRID 456029 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 13940801Methyl 2,3,4-trimethoxybenzoate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

반응 조건

온도
50 °C

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-3216ad2980eb4cd08a2d71088f0d0ca0
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08497380B2

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