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Benzyl 2-Hydroxy-2-Methylpropionate

Product Name
Benzyl 2-Hydroxy-2-Methylpropionate
CAS No.
19444-23-6
Chemical Name
Benzyl 2-Hydroxy-2-Methylpropionate
Synonyms
Benzyl 2-hydroxy-2-methylpropanoate;Benzyl 2-Hydroxy-2-Methylpropionate;2-Propenoicacid,2-(4-hydroxyethoxy)ethylester
CBNumber
CB32597037
Molecular Formula
C11H14O3
Formula Weight
194.22706
MOL File
19444-23-6.mol
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Benzyl 2-Hydroxy-2-Methylpropionate Property

storage temp. 
Sealed in dry,Room Temperature
Appearance
Colorless to light yellow Liquid
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Safety

HS Code 
2918199890
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC
Product number
B288708
Product name
Benzyl2-Hydroxy-2-methylpropionate
Packaging
500mg
Price
$175
Updated
2021/12/16
ChemScene
Product number
CS-0060866
Product name
Benzyl2-hydroxy-2-methylpropanoate
Packaging
1g
Price
$94
Updated
2021/12/16
AK Scientific
Product number
6533AJ
Product name
Benzyl2-hydroxy-2-methylpropionate
Packaging
250mg
Price
$104
Updated
2021/12/16
ChemScene
Product number
CS-0060866
Product name
Benzyl2-hydroxy-2-methylpropanoate
Packaging
5g
Price
$290
Updated
2021/12/16
AK Scientific
Product number
6533AJ
Product name
Benzyl2-hydroxy-2-methylpropionate
Packaging
1g
Price
$171
Updated
2021/12/16
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Benzyl 2-Hydroxy-2-Methylpropionate Chemical Properties,Usage,Production

Uses

Benzyl 2-Hydroxy-2-methylpropionate is a useful chemical in organic synthesis.

Synthesis

594-61-6

100-39-0

19444-23-6

To a solution of 2-hydroxy-2-methylpropionic acid (500 mg, 4.80 mmol) in anhydrous tetrahydrofuran (THF, 10 ml) was added sodium hydride (NaH, 60% mineral oil dispersion, 192 mg, 4.80 mmol) batchwise at 5 °C. The reaction mixture was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure and the residue was suspended in anhydrous N,N-dimethylformamide (DMF, 7 ml), followed by the addition of benzyl bromide (821 mg, 4.80 mmol) and a catalytic amount of potassium iodide (KI). The reaction mixture was placed in a microwave reactor and heated at 100 °C for 3 hours. After completion of the reaction, it was cooled to room temperature and the solvent was removed by evaporation under reduced pressure. The residue was dissolved in a solvent mixture of water and ethyl acetate (EtOAc) for partition extraction. The organic phase was separated, washed with saturated saline, dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure. The residue was purified by rapid chromatography on silica gel column (eluent: ethyl acetate/petroleum ether=1/1, v/v) to afford benzyl 2-hydroxy-2-methylpropionate as yellow liquid (773 mg, 3.98 mmol, 83% yield).

References

[1] Tetrahedron, 2001, vol. 57, # 20, p. 4323 - 4336
[2] Patent: US2008/9474, 2008, A1. Location in patent: Page/Page column 19
[3] Patent: US2013/79313, 2013, A1. Location in patent: Paragraph 1009
[4] Patent: WO2009/73138, 2009, A2. Location in patent: Page/Page column 81
[5] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 11, p. 1541 - 1546

Benzyl 2-Hydroxy-2-Methylpropionate Preparation Products And Raw materials

Raw materials

Preparation Products

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19444-23-6, Benzyl 2-Hydroxy-2-MethylpropionateRelated Search:


  • Benzyl 2-Hydroxy-2-Methylpropionate
  • Benzyl 2-hydroxy-2-methylpropanoate
  • 2-Propenoicacid,2-(4-hydroxyethoxy)ethylester
  • 19444-23-6