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

HRID 2063782ノート

反応式

HRID 2063782 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 6569Methyl Ethyl Ketone溶媒2 回

反応条件

温度
50 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-05ac9e0818184a36b03892f6a79883e2
出典データセット
uspto-grants-2012_10
特許番号
US08288390B2

反応ノート

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