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Chemical Structure| 626-20-0 Chemical Structure| 626-20-0

Structure of 626-20-0

Chemical Structure| 626-20-0

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Product Details of [ 626-20-0 ]

CAS No. :626-20-0
Formula : C9H10O
M.W : 134.18
SMILES Code : COC1=CC(C=C)=CC=C1
MDL No. :MFCD03427262
InChI Key :PECUPOXPPBBFLU-UHFFFAOYSA-N
Pubchem ID :584146

Safety of [ 626-20-0 ]

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

Application In Synthesis of [ 626-20-0 ]

* 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 [ 626-20-0 ]

[ 626-20-0 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 626-20-0 ]
  • [ 890315-72-7 ]
  • [ 890316-10-6 ]
YieldReaction ConditionsOperation in experiment
With triethylamine;palladium diacetate; In N,N-dimethyl acetamide; water; ethyl acetate; Referential Example 40 To 5 mL of N,N-dimethylacetamide solution containing 0.50 g of <strong>[890315-72-7]tert-butyl 4-bromo-2-nitrobenzoate</strong>, 0.37 mL of 3-vinylanisole, 0.47 mL of triethylamine and 0.11 g of palladium acetate were added at room temperature and stirred under nitrogen atmosphere at 110C for 4 hours. Ethyl acetate and water were added after the reaction mixture was cooled to room temperature. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 10% citric acid aqueous solution and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. The obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane: ethyl acetate = 10:1] to obtain 0.20 g of tert-butyl 4-((E)-2-(3-methoxyphenyl)vinyl)-2-nitrobenzoate a pale yellow solid. 1H-NMR (DMSO-d6) delta: 1.51 (9H, s), 3.81 (3H, s), 6.90-6.94 (1H, m), 7.20-7.27 (2H, m), 7.34 (1H, t, J = 7.9 Hz), 7.43 (1H, d, J = 16.6 Hz), 7.55 (1H, d, J = 16.6 Hz), 7.84 (1H, d, J = 8.0 Hz), 7.97 (1H, d, J = 7.8 Hz), 8.21 (1H, s).
With triethylamine;palladium diacetate; In ISOPROPYLAMIDE; at 20 - 110℃; for 4.0h; To N,N-dimethylacetamide 5mL solution of <strong>[890315-72-7]tert-butyl 4-bromo-2-nitrobenzoate</strong> 0.50g were added 3-vinylanisole 0.37mL, triethylamine 0.47mL and palladium acetate 0.11g at room temperature, and it was stirred under nitrogen atmosphere at 110C for 4 hours. After the reaction mixture was cooled to room temperature, ethyl acetate and water were added to it. The organic layer was separated and collected, dried over anhydrous magnesium sulfate after sequential washing with 10% citric acid aqueous solution and saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. The obtained residue was refined by silica gel column chromatography [Fuji SILYSIA Chemical Ltd., PSQ100B(spherical type), eluent; hexane:ethyl acetate=10:1] to give tert-butyl 4-((E)-2-(3-methoxyphenyl)vinyl)-2-nitrobenzoate 0.20g of pale yellow solid. 1H-NMR(DMSO-d6) delta value: 1.51(9H,s),3.81(3H,s),6.90-6.94(1H,m),7.20-7.27(2H,m),7.34(1H,t,J=7.9Hz),7.43(1H,d,J=16.6Hz),7.55( 1H,d,J=16.6Hz),7.84(1H,d,J=8.0Hz),7.97(1H,d,J=7.8Hz),8. 21(1H,s).
 

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