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Chemical Structure| 1129-06-2 Chemical Structure| 1129-06-2

Structure of 1129-06-2

Chemical Structure| 1129-06-2

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Product Details of [ 1129-06-2 ]

CAS No. :1129-06-2
Formula : C10H10O2
M.W : 162.19
SMILES Code : O=C(O)C1=CC=CC(C2CC2)=C1
MDL No. :MFCD00626842

Safety of [ 1129-06-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1129-06-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1129-06-2 ]

[ 1129-06-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 124-38-9 ]
  • [ 1798-85-2 ]
  • [ 1129-06-2 ]
YieldReaction ConditionsOperation in experiment
43% 1.0 M Diethyl zinc in hexanes (27.3 ml, 27.3 mmol) was added to a solution of 2,4, 6- [TRICHLOROPHENOL] (5.4g, 27.3 mmol) in dichloromethane (100 ml) at-40C. After stirring for 15 minutes, diiodo-methane (2.2 mL, 27.3 mmol) was added at-40C and stirred for an additional 15 minutes. 1-Bromo-3-vinyl-benzene (2.5 g, 13.7 mmol) was then added to the reaction mixture, allowed to warm to room temperature, and left stirring overnight. The reaction mixture was diluted with dichloromethane, washed with 1N [HC1] (2X), saturated sodium bicarbonate (2X), saturated sodium sulfite, 1N sodium hydroxide, and saturated brine, dried over magnesium sulfate, filtered and concentrated. GC-MS revealed that the reaction mixture contained [L-BROMO-3-CYCLOPROPYL-BENZENE] and 1-bromo-3-vinyl-benzene. To remove the bromo-3-vinyl-benzene, the crude mixture was reacted with potassium permanganate. A solution of potassium permanganate/water (1.5 g/20 mL) was added drop-wise to a solution of the crude mixture [(-3.] 5 g) in THF (40 mL) at [0C] and then allowed to warm to room temperature. After 1 hour, the reaction was diluted with diethyl ether, washed with water and saturated brine, dried over anhydrous sodium sulfate filtered and concentrated. Purication by flash column chromatography eluted with 100 hexanes afforded [1-BROMO-3-CYCLOPROPYL-BENZENE] (2.20g, [81%).] 1.6 M n-Butyllithium in hexanes (3.2 mL, 5.1 mmol) was added drop-wise to a solution of [L-BROMO-3-CYCLOPROPYL-BENZENE] [AT-78C] and stirred for 1 hour. This reaction mixture was then transferred via canula to a 250 mL round bottom flask equipped with a stirrer bar approximately [1/4 FULL] of solid carbon dioxide and stirred and for 1 hour. The reaction mixture was concentrated and then the residue was diluted with water. The aqueous layer was washed with dichloromethane [(3X),] acidified with 1 N [HC1] to [PH-2,] and extracted with ethyl acetate. The organic phase was washed with water and saturated brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford 3-cyclopropyl-benzoic (356 mg, 43%, white [SOLID). IH NMR (DMSO), 6] (ppm): 12.90 (bs, 1H), 7.71 (d, 1H), 7.64 (s, 1H), 7.34 (m, 2H), 2.01 (m, 1H), 0.99 (m, 2H), 0.70 (m, 2H).
  • 2
  • [ 1798-85-2 ]
  • [ 544-92-3 ]
  • [ 1129-06-2 ]
 

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