78587-72-1|Methyl 2-(3-amino-4-hydroxyphenyl)acetate| Ambeed

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CAS No. :	78587-72-1
Formula :	C₉H₁₁NO₃
M.W :	181.19
SMILES Code :	COC(=O)CC1=CC(N)=C(O)C=C1
MDL No. :	MFCD04125316
InChI Key :	CEPDWEWFQRUWPP-UHFFFAOYSA-N
Pubchem ID :	1475136

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H302+H312+H332-H315-H319-H335
Precautionary Statements:	P261-P264-P270-P271-P280-P301+P312+P330-P302+P352+P312-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P363-P403+P233-P405-P501

Yield	Reaction Conditions	Operation in experiment
	at 20℃; for 12.0h;Heating / reflux;	Synthesis of methyl-2-(benzo[d]oxazol-5-yl)acetate Methyl-2-(3-amino-4-hydroxyphenyl)acetate (1.39 g, 7.67 mmol) was combined at RT with triethyl orthoformate (10 ml). The reaction mixture was heated to reflux for 12 h and then cooled to RT. Water (70 mL) was added thereto and the reaction mixture was extracted with EA. The combined organic phases were dried over MgSO4 and filtered. The solvent was removed under a vacuum and the residue purified by means of column chromatography (n-hexane/EA=2:1).
	for 12.0h;Reflux;	triethylorthoformate (10 ml) was added to methyl-2-(3-amino-4- hydroxyphenyl)acetate (7.67 mmol, 1.39 g) at room temperature. The reaction mixture was heated to reflux for 12 h and subsequently cooled to room temperature. Water (70 ml) was added to the reaction mixture and extraction was carried out with EE. The combined organic phases were dried over magnesium sulphate and filtered. The solvent was removed under vacuum and the residue was purified by column chromatography (SiO2, hexane/EE = 2:1 ). Step d: methyl-2-(benzo[d]oxazol-5-yl)acetate (4.71 mmol, 0.90 g) was dissolved in DMF (5 ml) and sodium hydride (4.95 mmol, 198 mg) and methyl iodide (4.65 mmol, 661 mg) were added at 0 0C. The reaction mixture was stirred for 30 min at 0 0C and subsequently for 1 h at room temperature. Water (70 ml) was added to the reaction mixture, which was extracted with EE. The combined organic phases were dried and filtered over magnesium sulphate. The solvent was removed under vacuum and the residue was purified by column chromatography (SiO2, hexane/EE = 4/1). 1H-NMR(CDCI3) δ [ppm]: 8.10 (s, 1 H, Ar), 7.74 (d, 1 H, J=1.7Hz, Ar), 7.54 (d, 1 H, 8.4Hz, Ar), 7.35 (dd, 1 H, J=8.6, 1.8Hz, Ar), 3.87 (q, 1 H, J=7.3Hz, CHCH3), 3.67 (s, 3H, OCH3), 1.57 (d, 3H, J=7.1 Hz, CHCH3). IR [cm 1] 2982, 1735, 1517, 1437, 1248, 1201 , 1170, 1067.

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Methyl 2-(3-amino-4-hydroxyphenyl)acetate

CAS No.: 78587-72-1

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[ 78587-72-1 ] Synthesis Path-Downstream 1~2

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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
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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
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H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed