Hydrochloric Acid → Propanoic acid, 2-(4-benzoylphenoxy)-2-methyl-

HRID 225115ノート

反応式

HRID 225115 の反応式
Br[C:2]1[CH:14]=[CH:13][C:5]([O:6][C:7]([CH3:12])([CH3:11])[C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.C[Mg]I.[C:18](#N)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl.C1C[O:30]CC1>>[C:18]([C:2]1[CH:14]=[CH:13][C:5]([O:6][C:7]([CH3:12])([CH3:11])[C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1)(=[O:30])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 7505BenzonitrileHCID 8028Tetrahydrofuran2 回HCID 3448942-(4-Bromophenoxy)-2-methylpropanoic acidHCID 178418373HCID 178418373、化合物

生成物 1

HCID 169114Propanoic acid, 2-(4-benzoylphenoxy)-2-methyl-収率 77%

実験手順

26 g (0.1 mole) of 2-[(para-bromo)-phenoxy]-2-methyl-propionic acid is dissolved in 200 cc of anhydrous THF and placed in a 500 cc flask. The mixture is cooled in an ice bath and 0.2 mole of methylmagnesium iodide (prepared in solution of THF) is added slowly. After this addition, the temperature is allowed to rise and the mixture stirred at ambient temperature for 11/2 hours. Then slowly and drop by drop a solution of 4.1 g (0.1 mole) of benzonitrile in 20 cc of THF is added and the mixture is stirred for 2 hours 30 minutes at ambient temperature. The reaction mixture is poured on to 500 cc of 10% hydrochloric acid, cooled by 500 g of ice, and vigorously stirred. The reaction mixture is extracted with ether and the ethereal phases are washed, dried and decolorised. The ether solvent is evaporated under vacuum and the oily residue placed in a desiccator under vacuum. 2-[(para-benzoyl)-phenoxy]-2-methylpropionic acid slowly crystallises (22 g). The yield is 77% and the melting point 130° C.

後処理

  1. customplaced in a 500 cc flask
  2. temperatureThe mixture is cooled in an ice bath
  3. additionAfter this addition
  4. additionis added
  5. stirringthe mixture is stirred for 2 hours 30 minutes at ambient temperature
  6. stirringvigorously stirred
  7. extractionThe reaction mixture is extracted with ether
  8. washthe ethereal phases are washed
  9. customdried
  10. customThe ether solvent is evaporated under vacuum
  11. customthe oily residue placed in a desiccator under vacuum
  12. custom2-[(para-benzoyl)-phenoxy]-2-methylpropionic acid slowly crystallises (22 g)

出典と根拠

ORDレコード
ord-bf7c5187bb134c8fb10b4df812b5e49b
出典データセット
uspto-grants-1980_11
特許番号
US04235896

反応ノート

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