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Methyl 4-(benzyloxy)-3-hydroxybenzoate

Product Name
Methyl 4-(benzyloxy)-3-hydroxybenzoate
CAS No.
87687-75-0
Chemical Name
Methyl 4-(benzyloxy)-3-hydroxybenzoate
Synonyms
Methyl 4-(benzyloxy)-3-hydroxybenzoate;Methyl 3-hydroxy-4-(phenylmethoxy)benzoate;Benzoic acid, 3-hydroxy-4-(phenylmethoxy)-, methyl ester
CBNumber
CB62734431
Molecular Formula
C15H14O4
Formula Weight
258.27
MOL File
87687-75-0.mol
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Methyl 4-(benzyloxy)-3-hydroxybenzoate Property

Melting point:
129 °C
Boiling point:
436.7±30.0 °C(Predicted)
Density 
1.227±0.06 g/cm3(Predicted)
storage temp. 
Inert atmosphere,Room Temperature
pka
8.70±0.35(Predicted)
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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

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

AK Scientific
Product number
3934AC
Product name
Methyl4-(benzyloxy)-3-hydroxybenzoate
Packaging
1g
Price
$297
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0393154
Product name
METHYL-4-(BENZYLOXY)-3-HYDROXYBENZOATE
Purity
95.00%
Packaging
5MG
Price
$496.96
Updated
2021/12/16
Ambeed
Product number
A168382
Product name
Methyl4-(benzyloxy)-3-hydroxybenzoate
Purity
95%
Packaging
100mg
Price
$8
Updated
2021/12/16
Ambeed
Product number
A168382
Product name
Methyl4-(benzyloxy)-3-hydroxybenzoate
Purity
95%
Packaging
250mg
Price
$12
Updated
2021/12/16
Ambeed
Product number
A168382
Product name
Methyl4-(benzyloxy)-3-hydroxybenzoate
Purity
95%
Packaging
1g
Price
$31
Updated
2021/12/16
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Methyl 4-(benzyloxy)-3-hydroxybenzoate Chemical Properties,Usage,Production

Synthesis

2150-43-8

100-39-0

87687-75-0

Benzyl bromide (0.78 mL, 6.5 mmol, 1.0 eq.) was added slowly and dropwise to a stirred mixed solution of methyl 3,4-dihydroxybenzoate (1.1 g, 6.5 mmol, 1.0 eq.) and potassium carbonate (1.1 g, 7.8 mmol, 1.2 eq.) in N,N-dimethylformamide (11 mL). The reaction mixture was stirred overnight at room temperature. After completion of the reaction, the solvent was removed by rotary evaporator under reduced pressure. The crude product was dissolved in water and extracted with ethyl acetate, followed by adjusting the pH of the aqueous phase with 2 M hydrochloric acid to 2. The organic phase was separated and the aqueous phase was re-extracted with ethyl acetate (3×). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using a gradient elution with 5-80% ethyl acetate/isohexane to afford methyl 4-(benzyloxy)-3-hydroxybenzoate as a white solid (0.82 g, 49% yield). NMR hydrogen spectrum (400 MHz, CDCl3) δ 7.62-7.62 (2H, m), 7.43-7.40 (5H, m), 6.94 (1H, d, J = 8.0 Hz), 5.69 (1H, s), 5.17 (2H, s), 3.88 (3H, s).

References

[1] Organic Preparations and Procedures International, 2004, vol. 36, # 5, p. 445 - 452
[2] Organic and Biomolecular Chemistry, 2005, vol. 3, # 11, p. 2114 - 2121
[3] Patent: WO2016/98005, 2016, A1. Location in patent: Page/Page column 63
[4] Patent: CN103130791, 2016, B. Location in patent: Paragraph 0477-0479
[5] European Journal of Medicinal Chemistry, 2018, vol. 151, p. 389 - 400

Methyl 4-(benzyloxy)-3-hydroxybenzoate Preparation Products And Raw materials

Raw materials

Preparation Products

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Methyl 4-(benzyloxy)-3-hydroxybenzoate Suppliers

Mashilabs (Shanghai) Co.,Ltd.
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China
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Shanghai Yimin Pharmaceutical Technology Co., Ltd
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China
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Aikon International Limited
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China
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Siyang Liaoning Biochemical Products Co. Ltd
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Energy Chemical
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87687-75-0, Methyl 4-(benzyloxy)-3-hydroxybenzoateRelated Search:


  • Methyl 4-(benzyloxy)-3-hydroxybenzoate
  • Benzoic acid, 3-hydroxy-4-(phenylmethoxy)-, methyl ester
  • Methyl 3-hydroxy-4-(phenylmethoxy)benzoate
  • 87687-75-0