Methanol → 5-(Methoxycarbonyl)-2-methylbenzoic acid

HRID 397238

반응식

HRID 397238 반응식
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[C:11]([OH:13])=[O:12].S(Cl)(Cl)=O.N1C=CC=C[CH:19]=1.CO>CN(C=O)C.C(Cl)(Cl)(Cl)Cl>[CH3:19][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([CH3:1])=[C:3]([C:11]([OH:13])=[O:12])[CH:4]=1

참가 물질

7

반응물 4

HCID 887MethanolHCID 1049PyridineHCID 24386Thionyl ChlorideHCID 5957504-Methylbenzene-1,3-dicarboxylic acid

생성물 1

HCID 229994865-(Methoxycarbonyl)-2-methylbenzoic acid

시약·촉매·용매 2

HCID 6228Dimethylformamide촉매HCID 5943Carbon Tetrachloride용매

실험 절차

A mixture of compound (2) (2.83 g, 15.71 mmol), thionyl chloride (50 ml) and DMF (3 drops) was heated at reflux for 2 hours. After cooling to room temperature, excess thionyl chloride was removed under reduced pressure (rotary evaporator). The dark oil which was obtained was dissolved in carbon tetrachloride (30 ml), treated with pyridine (1 ml, 12.43 mmol) and methanol (20 ml) and stirred at ambient temperature for 2 hours. The solvents were evaporated and the residue purified by flash chromatography: silica, hexane/EtOAc (9:1).

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. customexcess thionyl chloride was removed under reduced pressure (rotary evaporator)
  4. customThe dark oil which was obtained
  5. customThe solvents were evaporated
  6. customthe residue purified by flash chromatography

출처 및 근거

ORD 기록
ord-3c7986863cd943adb62352da01f11da9
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06610269B1

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