Carbon Dioxide → 2,6-diisopropylbenzoic acid

HRID 1756769노트

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HRID 1756769 반응식
[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1I)([CH3:3])[CH3:2].C([Li])CCC.CCCCCC.[C:25](=[O:27])=[O:26].[OH-].[Na+]>C(OCC)C.O>[CH:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]([CH3:12])[CH3:11])[C:5]=1[C:25]([OH:27])=[O:26])([CH3:3])[CH3:2]

참가 물질

8

반응물 5

HCID 280Carbon DioxideHCID 8058HexaneHCID 14798Sodium HydroxideHCID 99259602-Iodo-1,3-diisopropylbenzeneHCID 178418339Butyllithium

생성물 1

HCID 119589902,6-diisopropylbenzoic acid수율 69.3%

시약·촉매·용매 2

HCID 962Water용매HCID 3283Diethyl Ether용매

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온도
0 °C

실험 절차

To a solution of 5.09 g (17.7 mmol) of 2, 6-diisopropylphenyl iodide in 70 ml of dry ethyl ether was dropwise added 1.6M solution of n-butyllithium in hexane (11.1 ml, 17.8 mmol) at -20° C. The reaction mixture was allowed to warm at 0° C., stirred for 1 hour and poured onto about 100 g of pulverized dry ice. The mixture was allowed to warm gradually to room temperature, mixed with 50 ml of water and the aqueous layer was made alkaline with aqueous sodium hydroxide. The organic layer was separated, and the aqueous layer was washed with ethyl ether, acidified With conc. hydrochloric acid and extracted with ethyl ether. The extract was washed with saturated saline, dried over anhydrous magnesium sulfate, and the solvent evaporated to give 2.53 g of 2, 6-diisopropylbenzoic acid as white solid.

후처리

  1. customat -20° C
  2. temperatureto warm gradually to room temperature
  3. customThe organic layer was separated
  4. washthe aqueous layer was washed with ethyl ether
  5. extractionextracted with ethyl ether
  6. washThe extract was washed with saturated saline
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customthe solvent evaporated

출처 및 근거

ORD 기록
ord-04f7a9d7a4fd48079b1ac35638ab2f7f
출처 데이터셋
uspto-grants-1995_08
특허 번호
US05442060

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