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Chemical Structure| 13021-18-6 Chemical Structure| 13021-18-6

Structure of 13021-18-6

Chemical Structure| 13021-18-6

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Product Details of [ 13021-18-6 ]

CAS No. :13021-18-6
Formula : C15H14O2
M.W : 226.27
SMILES Code : CC(C1=CC=C(C2=CC=C(OC)C=C2)C=C1)=O
MDL No. :MFCD00438868
InChI Key :AITDOOYSOAAUPM-UHFFFAOYSA-N
Pubchem ID :301557

Safety of [ 13021-18-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H312-H332
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

Application In Synthesis of [ 13021-18-6 ]

* 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 [ 13021-18-6 ]

[ 13021-18-6 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 13021-18-6 ]
  • [ 725-14-4 ]
YieldReaction ConditionsOperation in experiment
100% With sodium hydroxide; bromine; In 1,4-dioxane; water; at 0℃; for 3h; 2.4.b 4'-methoxy-biphenyl-4-carboxylic acid 6.0 mL (117 mmol) of bromine is slowly added dropwise to a solution of 15.6 g (390.9 mmol) of NaOH in 70 mL water at 0 C. Then 8.8 g (39.1 mmol) of 1-(4'-methoxy-biphenyl-4-yl)-ethanone in 50 mL dioxane is slowly added. After three hours the solid formed is filtered off, taken up in dichloromethane and filtered again. The filtrate is freed from solvent using the rotary evaporator. Yield: 9.0 g (100.0% of theory); C15H14O2 (M=228.250); calc.: molar peak (M-H)-: 227 fnd.: molar peak (M-H)-: 227.
In 1,4-dioxane; A solution of 18 g of 4-acetyl-4'-methoxybiphenyl in 285 ml of dioxane was oxidized with a dilute sodium hypobromite. Recrystallization from ethanol and acetic acid gave 4'-methoxybiphenyl-4-carboxylic acid melting at 285 C.
In 1,4-dioxane; 18 g of 4-acetyl-4'-methoxybiphenyl was dissolved in 285 ml of dioxane and oxidized with a dilute sodium hypobromite. The product was recrystallized in a mixture of ethanol and acetic acid to obtain 4'-methoxybiphenyl-4-carboxylic acid.
  • 2
  • [ 123-91-1 ]
  • [ 13021-18-6 ]
  • [ 7757-83-7 ]
  • [ 725-14-4 ]
YieldReaction ConditionsOperation in experiment
93% With hydrogenchloride; bromine; In water; EXAMPLE 3 Preparation of 4'-methoxy-4-biphenylcarboxylic acid A solution of 64.7 g (1.61 mol) of soda in 560 ml water is prepared at 0 C. 69.9 g (0.44 mol) of bromine then 260 ml of 1,4-dioxane are added successively. A yellow solution is obtained which is cooled down to 0 C. and which is added over 10 minutes, without exceeding 10 C., to a suspension of 28 g (0.12 mol) of 4'-acetyl-4-methoxybiphenyl in a mixture of 750 ml of 1,4-dioxane and 510 ml water. The reaction medium is agitated for 1 hour at approximately 20 C., a solution of 15.5 g of sodium sulphite in 160 ml water is added and taken to reflux for 10 minutes. 76 ml of concentrated hydrochloric acid is added and the reaction medium is left under agitation whilst being cooled down, for 1 hour. After drying, washing with water and drying at 50 C., 25.5 g of 4'-methoxy-4-biphenyl carboxylic acid is obtained in the form of a white powder (yield: 93%).
 

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