Hydrochloric Acid → Methyl (2-methylphenyl)(oxo)acetate

HRID 1267418노트

반응식

HRID 1267418 반응식
[Mg].Br[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH3:9].[C:10]([O:16][CH3:17])(=[O:15])[C:11](OC)=[O:12].Cl>CCOCC.CCCCCC.C(OCC)(=O)C>[CH3:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:11]([C:10]([O:16][CH3:17])=[O:15])=[O:12]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 72362-BromotolueneHCID 11120Dimethyl oxalateHCID 5462224Magnesium

생성물 1

HCID 3768392Methyl (2-methylphenyl)(oxo)acetate수율 68%

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 8058Hexane용매HCID 8857Ethyl Acetate용매

실험 절차

5.1 g (0.21 mol) of magnesium was placed in 300 ml of dry ether and 34.18 g (0.2 mol) of 2-bromotoluene was added dropwise thereto under a nitrogen atmosphere to prepare a Grignard reagent. The Grignard reagent solution was cooled to −78° C. and 23.6 g (0.2 mol) of dimethyl oxalate was added dropwise thereto. The resulting solution was stirred for 30 minutes, mixed with crushed ice, acidified with 20% hydrochloric acid and then extracted with ether. The organic layer was washed three times with water, dried over magnesium sulfate, and the solvent was removed under a reduced pressure to obtain a residue. The residue was subjected to column chromatography using a mixture of n-hexane and ethyl acetate (9:1) as an eluent to obtain 24.2 g (yield 68%) of the title compound as a colorless liquid.

후처리

  1. additionmixed with crushed ice
  2. extractionextracted with ether
  3. washThe organic layer was washed three times with water
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent was removed under a reduced pressure
  6. customto obtain a residue

출처 및 근거

ORD 기록
ord-3297d546295448b2bedc18e25f70ddb7
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06552080B1

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