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METHYL 3-(3-HYDROXYPHENYL)PROPIONATE

Product Name
METHYL 3-(3-HYDROXYPHENYL)PROPIONATE
CAS No.
61389-68-2
Chemical Name
METHYL 3-(3-HYDROXYPHENYL)PROPIONATE
Synonyms
METHYL-3-HYDROXY PHENYL PROPIONATE;METHYL 3-(3-HYDROXYPHENYL)PROPIONATE;methyl 3-(3-hydroxyphenyl)propanoate;3-Hydroxybenzenepropanoic acid methyl ester;3-(3-hydroxyphenyl)propionic acid Methyl ester;Benzenepropanoic acid, 3-hydroxy-, Methyl ester
CBNumber
CB9750627
Molecular Formula
C10H12O3
Formula Weight
180.2
MOL File
61389-68-2.mol
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METHYL 3-(3-HYDROXYPHENYL)PROPIONATE Property

Boiling point:
294.8±15.0 °C(Predicted)
Density 
1.146±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
9.86±0.10(Predicted)
Appearance
Colorless to light yellow Liquid
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25
HS Code 
2918290090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
CHM0165910
Product name
METHYL-3-(3-HYDROXYPHENYL)PROPIONATE
Purity
98.00%
Packaging
1G
Price
$1183.88
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0165910
Product name
METHYL-3-(3-HYDROXYPHENYL)PROPIONATE
Purity
98.00%
Packaging
5G
Price
$2084.78
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0165910
Product name
METHYL-3-(3-HYDROXYPHENYL)PROPIONATE
Purity
98.00%
Packaging
50G
Price
$3020.33
Updated
2021/12/16
Chemenu
Product number
CM117314
Product name
Methyl3-(3-Hydroxyphenyl)propionate
Purity
95%
Packaging
1g
Price
$192
Updated
2021/12/16
Chemenu
Product number
CM117314
Product name
Methyl3-(3-Hydroxyphenyl)propionate
Purity
95%
Packaging
5g
Price
$550
Updated
2021/12/16
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METHYL 3-(3-HYDROXYPHENYL)PROPIONATE Chemical Properties,Usage,Production

Synthesis

66417-46-7

61389-68-2

c) Synthesis of 4-(3-hydroxypropyl)-2-(3-methylbut-2-enyl)phenol (3c): 3a (6.8 g, 38 mmol) was dissolved in 100 ml of EtOAc, a palladium-carbon catalyst was added, and the reaction was carried out for 24 h under 4 bar hydrogen pressure. After completion of the reaction, the catalyst was removed by filtration through diatomaceous earth and the filtrate was concentrated to dryness to give a light colored oily product (6.9 g, quantitative yield). 4 g of the above oily product was taken and dissolved in 60 ml of toluene under nitrogen protection, 1 g of NaH (60% paraffin dispersion, 25 mmol) was added and the mixture was stirred at 50 °C for 2 hours. Subsequently, isopentyl bromide (3.5 ml, 30.3 mmol) was slowly added dropwise, and the reaction mixture continued to be stirred at 35°C for 24 hours. At the end of the reaction, the mixture was poured into ice water and the pH was adjusted to acidic with 1N HCl. It was extracted with EtOAc and the organic phase was washed with brine, dried over MgSO4 and concentrated to dryness. The resulting residue was purified by rapid chromatography on silica gel (eluent: petroleum ether-EtOAc, 90:10 to 80:20 gradient elution) to give 2.7 g of a light-colored oily product (yield = 48%). The product (2.7 g) was dissolved in 20 ml of THF at 0 °C and under nitrogen protection, and 13 ml of LiAlH4 (1 M in THF) solution was added slowly and dropwise. The reaction mixture was refluxed for 2 h. The reaction was quenched with water and adjusted to acidity with 1N HCl. Extracted with ether, the organic phase was washed with saturated NaHCO3 solution, dried and concentrated to dryness to give the oily product 3c (2.31 g, yield = 97%).TLC conditions: merck silica gel 60F254, CH2Cl2-EtOAc (90:10), Rf = 0.35.

References

[1] Patent: WO2005/80354, 2005, A1. Location in patent: Page/Page column 24-25
[2] Tetrahedron Letters, 2007, vol. 48, # 21, p. 3655 - 3659
[3] Journal of Medicinal Chemistry, 2018, vol. 61, # 7, p. 2753 - 2775
[4] Patent: US5962469, 1999, A
[5] Patent: US6335/459, 2002, B1. Location in patent: Example 11

METHYL 3-(3-HYDROXYPHENYL)PROPIONATE Preparation Products And Raw materials

Raw materials

Preparation Products

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