Hydrochloric Acid → 2-Methylbutanoic acid 4-(2-methylbutanoyl) biphenyl

HRID 846555

反応式

HRID 846555 の反応式
[CH3:1][CH:2]([CH2:6][CH3:7])[C:3](Cl)=[O:4].[Cl-].[Al+3].[Cl-].[Cl-].Cl.[N+]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([O-])=[O:14]>>[CH3:1][CH:2]([CH2:6][CH3:7])[C:3]([OH:14])=[O:4].[CH3:1][CH:2]([CH2:6][CH3:7])[C:3]([C:19]1[CH:20]=[CH:21][C:16]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:17][CH:18]=1)=[O:4]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 7416Nitrobenzene2 回HCID 93697Butanoyl chloride, 2-methyl-HCID 6451240Aluminum(III) Chloride

生成物 1

HCID 679137652-Methylbutanoic acid 4-(2-methylbutanoyl) biphenyl収率 54%

反応条件

温度
0 °C

実験手順

Then, 4.0 g of (+)-2-methylbutanoic acid chloride and 7 ml of nitrobenzene were charged into a flask and cooled to 0° C., to which was added 10.74 g (80 mmol) of aluminum chloride with stirring and further added a solution of 4.97 g (19.6 mmol) of (+) 2-methylbutanoic acid-4-biphenyl in 9 ml of nitrobenzene and then stirred at room temperature for 70 hours. Thereafter, the resulting mixture was added with 2 normal hydrochloric acid and ice and extracted with chloroform. The chloroform layer was washed with water, dried on anhydrous magnesium sulfate, and purified by a column chromatography of silica gel after the distillation off of the solvent to obtain 3.60 g (yield 54%) of oily 2-methylbutanoic acid-4-(2-methylbutanoyl) biphenyl. The NMR analytical values of this purified product were as follows.

後処理

  1. stirringstirred at room temperature for 70 hours
  2. extractionextracted with chloroform
  3. washThe chloroform layer was washed with water
  4. dry with materialdried on anhydrous magnesium sulfate
  5. custompurified by a column chromatography of silica gel
  6. distillationafter the distillation off of the solvent

出典と根拠

ORDレコード
ord-58e799445db4465e80ac4d17f7d08dc9
出典データセット
uspto-grants-1992_08
特許番号
US05137653

関連ノート

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