2-(4-BENZYLOXYPHENYL)ETHANOL Chemical Properties

Melting point:

85-87°C

Boiling point:

379.1±22.0 °C(Predicted)

Density 

1.116±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

pka

14.93±0.10(Predicted)

form 

Solid

color 

White to Off-White

BRN 

2054624

InChI

InChI=1S/C15H16O2/c16-11-10-13-6-8-15(9-7-13)17-12-14-4-2-1-3-5-14/h1-9,16H,10-12H2

InChIKey

JCUJAHLWCDISCC-UHFFFAOYSA-N

SMILES

C1(CCO)=CC=C(OCC2=CC=CC=C2)C=C1

CAS DataBase Reference

61439-59-6

Safety Information

Safety Statements 

24/25

MSDS

• Language:English Provider:ALFA

2-(4-BENZYLOXYPHENYL)ETHANOL Usage And Synthesis

Chemical Properties

White Solid

Uses

Betaxolol Impurity

Synthesis

Example 2 Synthesis of 2-(4-benzyloxyphenyl)ethanol Methyl 2-(4-benzyloxyphenyl)acetate (7.8 mmol) was dissolved in anhydrous ether (5 mL) and added slowly and dropwise to a suspension of lithium aluminum hydride (15.8 mmol) in anhydrous ether (25 mL) at 0 °C. The reaction mixture was stirred overnight at room temperature and the reaction was subsequently quenched with water. The reaction mixture was extracted with ethyl acetate and the organic layers were combined and dried over anhydrous sodium sulfate. The solvent was removed by distillation under reduced pressure to give 2-(4-phenylmethoxyphenyl)ethanol in quantitative yield. 1H-NMR (CDCl3): δ 7.28-7.47 (m, 5H); 7.17 (d, J = 8.7 Hz, 2H); 6.95 (d, J = 8.7 Hz, 2H); 5.07 (s, 2H); 3.85 (t, J = 6.6 Hz, 2H); 2.84 (t, J = 6.6 Hz, 2H).

References

[1] Patent: WO2007/139923, 2007, A1. Location in patent: Page/Page column 77
[2] Monatshefte fur Chemie, 1997, vol. 128, # 8-9, p. 863 - 879
[3] Molecular Crystals and Liquid Crystals (1969-1991), 1991, vol. 206, p. 103 - 116
[4] Bioorganic and Medicinal Chemistry Letters, 2002, vol. 12, # 4, p. 525 - 528
[5] Patent: US4672071, 1987, A

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