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Chemical Structure| 78495-65-5 Chemical Structure| 78495-65-5

Structure of 78495-65-5

Chemical Structure| 78495-65-5

2-(2-Fluoro-3,4-dimethoxyphenyl)acetic acid

CAS No.: 78495-65-5

4.5 *For Research Use Only !

Cat. No.: A667083 Purity: 97%

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Product Details of [ 78495-65-5 ]

CAS No. :78495-65-5
Formula : C10H11FO4
M.W : 214.19
SMILES Code : O=C(O)CC1=CC=C(OC)C(OC)=C1F
MDL No. :MFCD03411454
InChI Key :RAXDCPIEIZUGRH-UHFFFAOYSA-N
Pubchem ID :598267

Safety of [ 78495-65-5 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 78495-65-5 ]

* 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 [ 78495-65-5 ]

[ 78495-65-5 ] Synthesis Path-Downstream   1~27

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  • [ 103346-70-9 ]
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  • 8-Fluoro-6-hydroxy-7-methoxy-3,4-dihydro-1H-naphthalen-2-one [ No CAS ]
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  • [ 103346-90-3 ]
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  • 5-Fluoro-2-isocyanato-6,7-dimethoxy-1,2,3,4-tetrahydro-naphthalene [ No CAS ]
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  • [ 103346-81-2 ]
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  • 2-(benzylamino)-8-fluoro-6,7-dimethoxytetralin [ No CAS ]
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  • [ 104422-00-6 ]
YieldReaction ConditionsOperation in experiment
The hydroxyanisole derivative (1.77 g., 0.0125 mole) was dissolved in 18 ml. of dry acetone, and 3.44 g. of powdered potassium carbonate and 2.36 ml. of methyl sulfate were added. The mixture was stirred and refluxed for 30 minutes, diluted with water and extracted with ether. The ether extract was washed with water, stirred for 90 minutes with dilute ammonium hydroxide solution, and the separated organic layer was washed with water. The dried organic solution was concentrated to 1.64 g. (68% yield) of liquid, 3-fluoro-2-methoxyanisole, b.p. 93.5-102 C. at 19-24 mm. of mercury pressure. A solution of 37% formaldehyde (25 ml.) was added to a solution of the above prepared methoxyanisole (25.0 g., 0.16 mole) in 100 ml. of glacial acetic acid and hydrogen chloride gas was bubbled in for 41/2 hours. The temperature was maintained at 20-25 C. by means of an ice/water bath. The reaction mixture was poured into water, extracted with ether and the ether extract washed with water. The dried extract was concentrated at 35 C. to leave 31.63 g. (97% yield) of 3,4-dimethoxy-2-fluorobenzyl chloride, m.p. 44.5-47.5 C. Sodium cyanide (9.19 g., 0.187 mole) was added to a solution of the above benzyl chloride (30.7 g., 0.15 mole) in 530 ml. of dimethyl sulfoxide. After about 45 minutes, the reaction mixture was poured into 1 l. ice/water and extracted with ether. The ether extract was washed with water, dried and concentrated at 50 C. to give 26.9 g. (92% yield) of 3,4-dimethoxy-2-fluorobenzyl nitrile. The benzyl nitrile (3.9 g., 0.02 mole) was dissolved in equal volumes of ethanol and 10 N aqueous sodium hydroxide (50 ml. of each) and refluxed for 24 hours. The reaction mixture was poured into about 200 ml. of hot water, filtered, and the hot filtrate was acidified with concentrated hydrochloric acid. Cooling yielded 2-fluorohomoveratric acid.
  • 27
  • [ 78495-65-5 ]
  • [ 22483-09-6 ]
  • 2,3-dihydro-7,8-dimethoxy-6-fluoro-2-oxo-1H-3-benzazepine [ No CAS ]
  • N-(2,2-dimethoxyethyl)-3,4,-dimethoxy-2-fluorophenylacetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Following the procedures outlined in Examples 1 and 2, the <strong>[78495-65-5]2-fluorohomoveratric acid</strong> is reacted with aminoacetaldehyde dimethylacetal to form N-(2,2-dimethoxyethyl)-3,4,-dimethoxy-2-fluorophenylacetamide which is ring closed with hydrochloric acid and glacial acetic acid to obtain 2,3-dihydro-7,8-dimethoxy-6-fluoro-2-oxo-1H-3-benzazepine.
 

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