5-Fluoro-2-Methoxybenzyl alcohol Chemical Properties

Boiling point:

242℃

Density 

1.187

Flash point:

119℃

storage temp. 

Sealed in dry,Room Temperature

pka

14.09±0.10(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C8H9FO2/c1-11-8-3-2-7(9)4-6(8)5-10/h2-4,10H,5H2,1H3

InChIKey

NJDNHGOIOZXFCB-UHFFFAOYSA-N

SMILES

C1(CO)=CC(F)=CC=C1OC

Safety Information

HS Code 

2909498090

5-Fluoro-2-Methoxybenzyl alcohol Usage And Synthesis

Synthesis

To a methanolic solution of 5-fluoro-2-methoxybenzaldehyde (11.093 g, 1 eq., purchased from Aldrich Chemical Company) was added sodium borohydride (7.515 g, 2.7 eq.) in batches at -10 °C and under nitrogen protection. The reaction solution was slowly warmed to room temperature and stirred for 30 minutes before the methanol solvent was removed by reduced pressure distillation and replaced with dichloromethane. The reaction mixture was poured into ice water and extracted with dichloromethane. The organic phases were combined, dried with magnesium sulfate and concentrated under reduced pressure to remove the solvent to give 5-fluoro-2-methoxybenzyl alcohol as a colorless oil (9.794 g, 87% yield).1H NMR (300 MHz, CDCl3) δ: 2.58 (m, 1H), 3.81 (s, 3H), 4.63 (d, 2H, J=6.3 Hz), 6.78 (dd, 1H J=8.9 and 4.3 Hz), 6.94 (td, 1H, J=8.5 and 3.1 Hz), 7.04 (dd, 1H, J=8.7 and 3.1 Hz).

References

[1] Patent: EP1216225, 2005, B1. Location in patent: Page/Page column 39
[2] Patent: WO2004/18441, 2004, A1. Location in patent: Page 22
[3] Patent: WO2005/20975, 2005, A2. Location in patent: Page/Page column 126
[4] Patent: WO2005/20976, 2005, A2. Location in patent: Page/Page column 129
[5] Patent: WO2005/60949, 2005, A2. Location in patent: Page/Page column 132; 277

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