Methanol → Methyl 4-methoxy-2-nitrobenzoate

HRID 1914676

반응식

HRID 1914676 반응식
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1.S(Cl)(Cl)=O.[CH3:19]O>>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:9][CH3:19])=[O:8])=[C:5]([N+:12]([O-:14])=[O:13])[CH:4]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 2886574-Methoxy-2-nitrobenzoic acid

생성물 1

HCID 17733355Methyl 4-methoxy-2-nitrobenzoate수율 85%

실험 절차

To a solution of 4-methoxy-2-nitrobenzoic acid (12 g; 61 mmol; 1 eq; commercially available from Aldrich) in MeOH (200 mL) is added thionyl chloride (13 mL, 178 mmol, 2.9 eq) and the mixture is stirred at room temperature for 15 h. The solvent is removed under vacuum and the residue is diluted with EtOAc (150 mL) and washed with a 10% aqueous solution of sodium bicarbonate, water, and then dried over MgSO4. The solvent is removed under reduced pressure to afford 11 g (85%) of the title compound as a white solid. 1H NMR (CDCl3, 400 MHz) δ 7.81-7.79 (m, 1H), 7.27-7.25 (m, 1H), 7.13-7.11 (m, 1H), 3.92 (s, 3H), 3.89 (s, 3H).

후처리

  1. customThe solvent is removed under vacuum
  2. additionthe residue is diluted with EtOAc (150 mL)
  3. washwashed with a 10% aqueous solution of sodium bicarbonate, water
  4. dry with materialdried over MgSO4
  5. customThe solvent is removed under reduced pressure

출처 및 근거

ORD 기록
ord-35b1aafb22d34ceca21d81ec9dbf0bdd
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614215B2

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