ChemicalBook--->CAS DataBase List--->68641-16-7

68641-16-7

68641-16-7 Structure

68641-16-7 Structure
IdentificationMore
[Name]

4-BENZYLOXYPHENYLACETIC ACID METHYL ESTER
[CAS]

68641-16-7
[Synonyms]

METHYL 4-BENZYLOXYPHENYLACETATE
methyl 2-(4-(benzyloxy)phenyl)acetate
methyl 2-(4-phenylmethoxyphenyl)acetate
4-BENZYLOXYPHENYLACETIC ACID METHYL ESTER
4-Benzyloxyphenylacetic Acid Methyl Ester,>97%
Benzeneacetic acid, 4-(phenylmethoxy)-, methyl ester
[Molecular Formula]

C16H16O3
[MDL Number]

MFCD00157061
[Molecular Weight]

256.3
[MOL File]

68641-16-7.mol
Chemical PropertiesBack Directory
[Melting point ]

53 °C
[Boiling point ]

375.0±22.0 °C(Predicted)
[density ]

1.129±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

White to light yellow Solid
[CAS DataBase Reference]

68641-16-7(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Environment (GHS09)
GHS09
[Signal word ]

Warning
[Hazard statements ]

H400
[Precautionary statements ]

P273-P391-P501
Spectrum DetailBack Directory
[Spectrum Detail]

4-BENZYLOXYPHENYLACETIC ACID METHYL ESTER(68641-16-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

68641-16-7(sigmaaldrich)
Hazard InformationBack Directory
[Synthesis]

Methyl 4-hydroxyphenylacetate

14199-15-6

Benzyl chloride

100-44-7

4-BENZYLOXYPHENYLACETIC ACID METHYL ESTER

68641-16-7

To a suspension of acetone (50 mL) containing potassium carbonate (K2CO3, 20.7 g, 150 mmol) was sequentially added methyl 4-hydroxyphenylacetate (5.0 g, 30 mmol) and benzyl chloride (10.4 mL, 90 mmol). The reaction mixture was heated to reflux for 24 hours. Upon completion of the reaction, the mixture was cooled to room temperature, filtered to remove insoluble solids and the filtrate was concentrated. The residue was purified by silica gel column chromatography with 10% ethyl acetate/hexane as eluent to afford methyl 4-benzyloxyphenylacetate (7.7 g, 100% yield) as a white solid. Its 1H NMR (300 MHz, CDCl3) data were as follows: δ 7.40 (m, 5H), 7.21 (d, J = 6.6 Hz, 2H), 6.95 (d, J = 6.6 Hz, 2H), 5.05 (s, 2H), 3.70 (s, 3H), 3.59 (s, 2H).

[References]

[1] Patent: EP1218005, 2004, B1. Location in patent: Page 26
[2] Patent: WO2014/69963, 2014, A1. Location in patent: Paragraph 464-466
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 4, p. 1209 - 1213
[4] Journal of Organic Chemistry, 1982, vol. 47, # 15, p. 2846 - 2851
[5] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 4, p. 525 - 528
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