187327-30-6|Methyl 2-(2-(((6-(trifluoromethyl)pyridin-2-yl)oxy)methyl)phenyl)acetate| Ambeed

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CAS No. :	187327-30-6
Formula :	C₁₆H₁₄F₃NO₃
M.W :	325.28
SMILES Code :	O=C(OC)CC1=CC=CC=C1COC2=NC(C(F)(F)F)=CC=C2
MDL No. :	N/A
InChI Key :	JWBZOKQQKRJKNS-UHFFFAOYSA-N
Pubchem ID :	10860344

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302-H315-H319-H335
Precautionary Statements:	P261-P280-P301+P312-P302+P352-P305+P351+P338

Yield	Reaction Conditions	Operation in experiment
83%	With sodium hydroxide; sodium iodide; In hexane; N,N-dimethyl-formamide; toluene;	EXAMPLE 2 This Example illustrates the preparation of methyl 2-(6-trifluoromethylpyrid-2-yloxymethyl)phenylacetate (Compound No.3 in Table 1) and its conversion to the corresponding 3-methoxyacrylate (Compound No.177 in Table I of EP-A-0278595). A mixture of <strong>[34486-06-1]2-hydroxy-6-trifluoromethylpyridine</strong> (2.0 g, 12.3 mmol), sodium hydroxide (0.52 g, 12.9 mmol) and 15-crown-5 (1 drop) in dry toluene (25 ml) were stirred at reflux for 2 hours. The toluene was removed under reduced pressure and the white salt residue was dissolved in dry DMF (15 ml). Methyl 2-chloromethylphenylacetate (2.44 g, 12.3 mmol) in dry DMF (15 ml) was added dropwise along with sodium iodide (10 mg). The mixture was stirred at 75° C. for 2 hours, poured into water and extracted with diethyl ether. The ether extracts were washed with water, dried and the ether removed in vacuo leaving an oil which was purified by column chromatography (silica eluted with 10percent ethyl acetate in hexane) to give methyl 2-(6-tri-fluoromethylpyrid-2-yloxymethyl)phenylacetate (3.3 g, 83percent) (Compound No.5 in Table 1) as a yellow oil; 1 H NMR (270 MHz)delta: 3.68(3H,s), 3.84(2H,s), 5.46(2H,s), 6.89(1H,d), 7,20-7.70(6H,m) ppm.
83%		A mixture of <strong>[34486-06-1]2-hydroxy-6-trifluoromethylpyridine</strong> (2.0 g, 12.3 mmol), sodium hydroxide (0.52 g, 12.9 mmol) and 15-crown-S (1 drop) in dry toluene (25 mL) was stirred under reflux for 2 hours. Toluene was removed under reduced pressure and the white salt residue was dissolved in dry dimethylformamide (DMF) (15 mL). Methyl 2-chloromethylphenylacetate (2.44 g, 12.3 mmol) in dry DMF (15 mL) was added dropwise along with sodium iodide (10 mg). The mixture was stirred at 75 °C for 2 hours, then poured into water and extracted with diethyl ether. The ether extracts were washed with water, dried and the remaining ether removed in vacuo leaving an oil, which was purified by column chromatography (silica eluted with 10percent ethyl acetate in hexane) to give methyl 2-(6-tri-fluoromethylpyrid-2-yloxymethyl)phenylacetate(3.3 g, 83percent).

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P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
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Disposal
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CAS No.: 187327-30-6

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CAS No.: 187327-30-6

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[ 187327-30-6 ] Synthesis Path-Downstream 1~1

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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed