Hydrochloric Acid → 2-(2,3-Dimethylphenoxy)-2-methylpropanoic acid

HRID 1850373노트

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HRID 1850373 반응식
[OH-].[Na+].[CH3:3][C:4]1[C:9]([CH3:10])=[CH:8][CH:7]=[CH:6][C:5]=1[OH:11].Br[C:13]([CH3:18])([CH3:17])[C:14]([OH:16])=[O:15].Cl>C(OCC)C.O.C(C(C)=O)C>[CH3:3][C:4]1[C:9]([CH3:10])=[CH:8][CH:7]=[CH:6][C:5]=1[O:11][C:13]([CH3:18])([CH3:17])[C:14]([OH:16])=[O:15]

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 106872,3-DimethylphenolHCID 14798Sodium HydroxideHCID 749242-Bromo-2-methylpropanoic acid

생성물 1

HCID 15320132-(2,3-Dimethylphenoxy)-2-methylpropanoic acid수율 45%

시약·촉매·용매 3

HCID 962Water용매HCID 3283Diethyl Ether용매HCID 6569Methyl Ethyl Ketone용매2회

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온도
50 °C

실험 절차

Sodium hydroxide (82.0 g, 2.05 mol) was added to a solution of methyl ethyl ketone (400 mL) containing 2,3-dimethylphenol (50.0 g, 410 mmol), and the mixture was stirred at 50° C. for 1 hour. After that, a solution of methyl ethyl ketone (200 mL) containing 2-bromo-2-methylpropionic acid (103 g, 615 mmol) was added thereto, and the mixture was stirred at 50° C. for 4 hours. After cooled to room temperature, the reaction solution was distributed by adding water and diethyl ether. 6N hydrochloric acid was added to the aqueous layer to be acidic, and then extraction was performed using ethyl acetate. The extract was washed with saturated saline, and then dried using anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel chromatography (hexane-ethyl acetate 95:5 to 50/50) to give 38.3 g of the title compound (yield: 45%).

후처리

  1. additionwas added
  2. stirringthe mixture was stirred at 50° C. for 4 hours
  3. temperatureAfter cooled to room temperature
  4. extractionextraction
  5. washThe extract was washed with saturated saline
  6. customdried
  7. customThe solvent was removed under reduced pressure
  8. customthe obtained residue was purified by silica gel chromatography (hexane-ethyl acetate 95:5 to 50/50)

출처 및 근거

ORD 기록
ord-bcdd452f0c374162b91c681230517bdd
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957069B2

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