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Chemical Structure| 57179-37-0 Chemical Structure| 57179-37-0

Structure of 57179-37-0

Chemical Structure| 57179-37-0

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Product Details of [ 57179-37-0 ]

CAS No. :57179-37-0
Formula : C11H10O5
M.W : 222.19
SMILES Code : O=CC1=CC(OC(C)=O)=CC(OC(C)=O)=C1

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Application In Synthesis of [ 57179-37-0 ]

* 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 [ 57179-37-0 ]

[ 57179-37-0 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 35354-29-1 ]
  • [ 57179-37-0 ]
  • 2
  • [ 39192-49-9 ]
  • [ 99-10-5 ]
  • [ 35354-29-1 ]
  • [ 7440-05-3 ]
  • [ 57179-37-0 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; acetic anhydride; In pyridine; CH2 Cl; 5,5-dimethyl-1,3-cyclohexadiene; hydrogen; benzene; EXAMPLE 1 3,5-Diacetoxybenzaldehyde A total of 82.4 ml of acetic anhydride (89.8 g, 0.88 mole) was added in small portions to a stirring mixture of 61.7 g of 3,5-dihydroxybenzoic acid (0.4 mole) in 130 ml of pyridine. After the addition was complete, the reaction mixture was left stirring for 15 hours at ambient temperature. The pyridine was removed by evaporation in vacuo. The residue was taken up in CH2 Cl 2 and washed several times with 6N HCl and water and dried (Na2 SO4). Removal of solvent under reduced pressure left 68.2 g (72%) of <strong>[35354-29-1]3,5-diacetoxybenzoic acid</strong> which was used without further purification. A stirring mixture of 68.2 g (0.29 mole) of <strong>[35354-29-1]3,5-diacetoxybenzoic acid</strong> and 21 ml (0.29 mole) of thionyl chloride in 150 ml of dry benzene was heated in an oil bath at 80-90 C. for 2 hours. After cooling the benzene was removed in vacuo to leave 3,5-diacetoxybenzoyl chloride as a tan, solid which was recrystallized from cyclohexane as colorless crystals, mp 87-89 C., 61.8 g (83% yield). A mixture of 61.8 g (0.24 mole) of 3,5-diacetoxybenzoyl chloride and 6 g of 5% palladium on BaSO4 in 200 ml of dry xylene was efficiently stirred while bubbling in hydrogen gas. The reaction mixture was slowly heated to 115 C. in an oil bath and the heating was continued until the evolution of HCl gas ceased (approximately 5 hours). After cooling, the mixture was filtered and the xylene was removed in vacuo to leave 48 g (90%) of 3,5-diacetoxybenzaldehyde which was used without further purification in subsequent reactions.
 

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