methyl (4-formylphenoxy)acetate

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methyl (4-formylphenoxy)acetate manufacturers

methyl (4-formylphenoxy)acetate Basic information
Product Name:methyl (4-formylphenoxy)acetate
Synonyms:acetic acid, (4-formylphenoxy)-, methyl ester;2-(4-formylphenoxy)acetic acid methyl ester;methyl 2-(4-methanoylphenoxy)ethanoate;Methyl 2-(4-formylphenoxy);methyl (4-formylphenoxy)acetate;Acetic acid, 2-(4-formylphenoxy)-, methyl ester;Methyl 2-(4-forMylphenoxy)acetate
CAS:73620-18-5
MF:C10H10O4
MW:194.18
EINECS:
Product Categories:
Mol File:73620-18-5.mol
methyl (4-formylphenoxy)acetate Structure
methyl (4-formylphenoxy)acetate Chemical Properties
Melting point 40-42 °C
Boiling point 315.2±17.0 °C(Predicted)
density 1.201±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
Safety Information
HazardClass IRRITANT
HS Code 2918999090
MSDS Information
methyl (4-formylphenoxy)acetate Usage And Synthesis
Synthesis
4-Hydroxybenzaldehyde

123-08-0

Methyl bromoacetate

96-32-2

methyl (4-formylphenoxy)acetate

73620-18-5

General procedure for the synthesis of methyl (4-formylphenoxy)acetate from p-hydroxybenzaldehyde and methyl bromoacetate: K2CO3 (5.43 g, 39.3 mmol) was added to a solution of 4-hydroxybenzaldehyde (3.0 g, 25 mmol) in acetone (61.4 mL) and the mixture was stirred vigorously. Methyl bromoacetate (2.8 mL, 29 mmol) was then added and the mixture was stirred at room temperature for 3.5 hours. Upon completion of the reaction, the reaction mixture was concentrated under reduced pressure and then washed with 110 mL of water and extracted with ethyl acetate (EtOAc). The organic layer was separated, dried with anhydrous Na2SO4, filtered and concentrated to give a colorless oil which solidified to a white solid under vacuum in 82% isolated yield. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 9.87 (s, 1H), 7.82 (d, J = 8.8 Hz, 2H), 6.98 (d, J = 8.7 Hz, 2H), 4.70 (s, 2H), 3.79 (s, 3H). eSI-MS (m/z): 195.1 [M + H]+.

References[1] Organic Letters, 2011, vol. 13, # 20, p. 5656 - 5659
[2] Organic Letters, 2004, vol. 6, # 12, p. 2019 - 2022
[3] Chemistry - A European Journal, 2008, vol. 14, # 19, p. 5812 - 5819
[4] Patent: WO2015/65716, 2015, A1. Location in patent: Paragraph 00490
[5] Patent: WO2016/144958, 2016, A1. Location in patent: Paragraph 00296
methyl (4-formylphenoxy)acetate Preparation Products And Raw materials
Raw materials4-Hydroxybenzaldehyde-->Methyl glycolate-->Methyl bromoacetate-->Methyl chloroacetate-->Potassium carbonate-->Acetone
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