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

HRID 846555노트

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HRID 846555 반응식
[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]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 7416Nitrobenzene2회HCID 93697Butanoyl chloride, 2-methyl-HCID 6451240Aluminum(III) Chloride

생성물 1

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

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-58e799445db4465e80ac4d17f7d08dc9
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05137653

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