2,6-Dichlorobenzoic acid → Methyl 2,6-dichlorobenzoate

HRID 598174노트

반응식

HRID 598174 반응식
[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([OH:6])=[O:5].[CH3:12]OC(=O)OC.N12CCCN=C1CCCCC2>C(OCC)(=O)C.O>[Cl:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[C:3]=1[C:4]([O:6][CH3:12])=[O:5]

참가 물질

6

반응물 3

HCID 57582,6-Dichlorobenzoic acidHCID 12021Dimethyl CarbonateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

생성물 1

HCID 599542Methyl 2,6-dichlorobenzoate수율 86%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

2,6-Dichlorobenzoic acid (5.00 g, 26.2 mmol) was diluted in dimethylcarbonate (44 mL, 530 mmol). 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) (3.91 mL, 26.2 mmol) was added last. The reacted was refluxed for 2 days. Upon cooling, the solution was diluted with ethyl acetate and water. The aqueous layer was removed and the organic layer was washed with water, 2N HCl (2×'s), sat. NaHCO3 (2×'s), and twice with water. The organic layer was dried over sodium sulfate, filtered, and concentrated to yield 4.61 g (86%) of the desired compound as a clear oil.

후처리

  1. temperatureThe reacted was refluxed for 2 days
  2. temperatureUpon cooling
  3. customThe aqueous layer was removed
  4. washthe organic layer was washed with water, 2N HCl (2×'s), sat. NaHCO3 (2×'s), and twice with water
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-e4b592d9e1174c3e8aa2d388ae8a49b5
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897607B2

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