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Chemical Structure| 27798-73-8 Chemical Structure| 27798-73-8

Structure of 27798-73-8

Chemical Structure| 27798-73-8

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Product Details of [ 27798-73-8 ]

CAS No. :27798-73-8
Formula : C12H16O4
M.W : 224.25
SMILES Code : O=C(OC)CCC1=CC=C(OC)C(OC)=C1
MDL No. :MFCD07369514

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Application In Synthesis of [ 27798-73-8 ]

* 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 [ 27798-73-8 ]

[ 27798-73-8 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 27798-73-8 ]
  • [ 3929-47-3 ]
YieldReaction ConditionsOperation in experiment
74.8% With lithium aluminium tetrahydride; In tetrahydrofuran; at 20℃; for 2.5h; General procedure: A mixture of Lithium aluminum hydride (9.5 g, 0.250 mol), dry THF(250 mL), to it add substituted dihydrocinnamic acid methyl ester (3ae,0.127 mol), in THF (50 mL) was added slowly drop wise during30 min. After completion of addition the reaction mixture was stirredfor 2 h at rt, after completion of reaction as monitored by TLC hexane/ethyl acetate (8:2), the reaction mixture was poured in water (200 mL),acidified with 5 N HCl, extract with chloroform (2×400 mL), extractwas wash with water, brine solution, dried over Na2SO4 and concentrated.The crude residue was subjected to column chromatographyon silica gel, column was eluted with hexane/ethyl acetate mixtures,pure compound was eluted in ethyl acetate in hexane, 10%/90% (v/v)which was monitored by TLC, pure fractions were combined and concentratedto obtained 3-(substituted phenyl)- propan-1-ol as oily compoundswith yields of 73-77%.
  • 2
  • (Z)-3-(3,4-Dimethoxy-phenyl)-2-trifluoromethanesulfonyloxy-acrylic acid methyl ester [ No CAS ]
  • [ 3929-47-3 ]
  • [ 27798-73-8 ]
  • 3
  • [ 75-09-2 ]
  • [ 27798-73-8 ]
  • [ 3929-47-3 ]
YieldReaction ConditionsOperation in experiment
With lithium aluminium tetrahydride; In tetrahydrofuran; EXAMPLE 2 Preparation of 3-(3,4-Dimethoxyphenyl)-1-propanol To a 5 1, 3-neck flask, fitted with a condenser, mechanical stirrer and septum inlet, was added by needle/N2 pressure a solution of lithium aluminum hydride in THF (1M, 912 cc). Methyl 3-(3,4-dimethoxyphenyl)propionate (213 g, 0.95 mole) was dissolved in dry THF (total volume 900 cc and the resulting solution was added dropwise over a period of 5 hours using needle/N2 pressure to the stirred LAH solution at a rate to maintain gentle reflux under a continuous N2 atmosphere. The reaction mixture was stirred overnight at room temperature, cooled in an ice/acetone bath and treated dropwise over about 2 hours with saturated NH4 Cl solution (104 cc), the nitrogen pressure being continued to this point. After stirring for several hours, the mixture was filtered and the salts were washed with dry THF. The filtrate was evaporated in vacuo to a light yellow oil; yield: 160 g. The salts from the above filtration were air-dried for several days, combined with CH2 Cl2 (700 cc), stirred overnight and filtered. The filtrate was evaporated in vacuo to give an additional 26 g of product. The overall yield of a light yellow oil was: 186 g (100%).
  • 4
  • [ 27798-73-8 ]
  • [ 860436-54-0 ]
 

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