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[ CAS No. 153556-55-9 ]

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Chemical Structure| 153556-55-9
Chemical Structure| 153556-55-9
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CAS No. :153556-55-9 MDL No. :MFCD17169808
Formula : C8H6ClFO2 Boiling Point : 287.1±35.0°C at 760 mmHg
Linear Structure Formula :- InChI Key :N/A
M.W :188.58 g/mol Pubchem ID :15313762
Synonyms :

Safety of [ 153556-55-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 153556-55-9 ]

  • Upstream synthesis route of [ 153556-55-9 ]
  • Downstream synthetic route of [ 153556-55-9 ]

[ 153556-55-9 ] Synthesis Path-Upstream   1~2

  • 1
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  • [ 153556-55-9 ]
YieldReaction ConditionsOperation in experiment
24% With n-butyllithium In tetrahydrofuran; hexane a)
29.0 g (0.200 mol) of 6-chloro-2-fluorotoluene are dissolved, with stirring, in 200 ml of dry THF.
After cooling to -70° C., 151.0 ml (0.24 mol) of n-butyllithium in solution in hexane are added dropwise.
After 2 hours, the reaction mixture maintained at -70° C. is poured onto solid carbon dioxide.
After returning to room temperature, an aqueous ammonium chloride solution is added.
The aqueous phase is extracted with ether, acidified with 6N hydrochloric acid and extracted with ether.
The organic phases are dried over magnesium sulphate and concentrated to dryness.
The residue is washed with heptane to give 9.0 g (0.048 mol) of 4-chloro-2-fluoro-3-methylbenzoic acid in the form of a white powder (yield: 24percent; melting point: 198° C.).
24% With n-butyllithium In tetrahydrofuran; hexane EXAMPLE 4B
(passing from VII to VI) (compound 54)
29.0 g (0.2 mol) of 6-chloro-2-fluorotoluene are dissolved with stirring in 200 ml of dry THF.
After cooling to -70° C., 151 ml (0.24 mol) of n-butyllithium in solution in hexane are added dropwise.
After two hours, the reaction mixture, maintained at -70° C., is poured on solid carbon dioxide.
After returning to room temperature, an aqueous ammonium chloride solution is added.
The aqueous phase is extracted with ether, acidified with 6N hydrochloric acid and extracted with ether.
The organic phases are dried over magnesium sulphate and concentrated to dryness.
The residue is washed with heptane to give 9.0 g (0.048 mol) of 4-chloro-2-fluoro-3-methylbenzoic acid in the form of a white powder (yield: 24percent; melting point: 198°)
Reference: [1] Patent: US5945382, 1999, A,
[2] Patent: US5945382, 1999, A,
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Reference: [1] Bulletin de la Societe Chimique de France, 1996, vol. 133, # 2, p. 133 - 141
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