Benzenemethanol, 3-amino-4-fluoro- (9CI) synthesis

5synthesis methods

Product Name:Benzenemethanol, 3-amino-4-fluoro- (9CI)
CAS Number:227609-86-1
Molecular formula:C7H8FNO
Molecular Weight:141.14

20274-69-5 Synthesis

20274-69-5
112 suppliers
$10.00/250mg

Benzenemethanol, 3-amino-4-fluoro- (9CI)

227609-86-1
33 suppliers
$30.00/100mg

Yield:227609-86-1 98%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethanol at 20;

Steps:

(3-Amino-4-fluoro-phenyl)-methanol (Intermediate Ha)

a.
(3-Amino-4-fluoro-phenyl)-methanol (Intermediate Ha)
4-Fluoro-3-nitrobenzyl alcohol (3.17 g, 18.5 mmol) was suspended in EtOH, and a slurry of palladium on carbon (10 wt %, 317 mg) in EtOH was added.
The flask was sealed with a septum, evacuated, and a H₂ filled balloon was introduced via syringe and the reaction was stirred at RT overnight.
The reaction mixture was then filtered through a pad of Celite, washed with EtOH and the filtrates concentrated in vacuo to afford a oil which upon scratching crystallised to give the title compound (2.56 g, 98%).
¹H NMR (300 MHz, CDCl₃): 4.57 (2H, s), 6.63-6.71 (1H, m), 6.77-6.84 (1H, m), 6.90-7.00 (1H, dd, J=8.2, 11.0 Hz).
No OH or NH signals observed.

References:

US2014/364412,2014,A1 Location in patent:Paragraph 0477; 0478

2365-85-7 Synthesis