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[ CAS No. 1535-76-8 ]

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Chemical Structure| 1535-76-8
Chemical Structure| 1535-76-8
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CAS No. :1535-76-8 MDL No. :MFCD01862105
Formula : C7H6F3NO Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :177.12 g/mol Pubchem ID :-
Synonyms :

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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:

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  • Downstream synthetic route of [ 1535-76-8 ]

[ 1535-76-8 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 1535-76-8 ]
  • [ 53903-51-8 ]
YieldReaction ConditionsOperation in experiment
700 mg
Stage #1: With hydrogenchloride; sodium nitrite In water; acetonitrile at 0℃;
Stage #2: With hydrogenchloride; copper(l) chloride In water; acetonitrile at 100℃; for 6 h;
Sodium nitrite (0.47 g) in H2O (3 ml) was added dropwise to a solution of 4-amino-2-(trifluoromethyl)phenol (1 g) in acetonitrile (20 ml) and hydrochloric acid (10 ml) at 0 °C. After stirring for 0.5 hour, copper(I) chloride (1.12 g) in 3 M HCl (5 ml) was added to the mixture. Then the reaction mixture was stirred at 100 °C for 6 h. After cooling to room temperature, the solution was diluted with EtOAc (200 ml). The organic phase was washed with water (100 ml) and brine (50 ml), dried, and concentrated. The residue was purified by flash chromatography (DCM/PE = 1:1) to afford 4-chloro-2-(trifluoromethyl)phenol (700 mg) as a brown oil. MS(ES+) m/z 195 (MH+).
Reference: [1] Patent: WO2012/100734, 2012, A1, . Location in patent: Page/Page column 28-29
[2] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 17, p. 5293 - 5302
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