Methyl 5-(benzyloxy)-3-chlorobenzo[b]thiophene-2-carboxylate synthesis
- Product Name:Methyl 5-(benzyloxy)-3-chlorobenzo[b]thiophene-2-carboxylate
- CAS Number:1259977-93-9
- Molecular formula:C17H13ClO3S
- Molecular Weight:332.8
![5-(benzyloxy)-3-chlorobenzo[b]thiophene-2-carbonyl chloride](/CAS/GIF/122024-71-9.gif)
Yield:1259977-93-9 77%
Reaction Conditions:
with triethylamine for 12 h;Reflux;Inert atmosphere;
Steps:
To a suspension of the precursor 3-chloro-5-(benzyloxy)-benzo[￡]thiophene-2- carbonyl chloride (516 mg, 1.53 mmol) in anhydrous MeOH (30 mL) was added anhydrous Et3N (0.43 mL, 3.06 mmol) and the reaction mixture was heated at reflux for 12 h under N2. The solution was concentrated under reduced pressure and the residue was purified by chromatography on (Si02, hexanes to 9: 1, hexanes/EtOAc) to yield 5 (392 mg, 77%) as a light yellow solid. Representative experimental data are as follows: IR (ATR, neat) 1682, 1602, 1509, 1305, 1192 cm"1; 1H NMR (DMSO-d6, 600 MHz) δ 8.03 (d, 1 H, J= 8.9 Hz), 7.50 (d, 2 H, J= 7.6 Hz), 7.46 (s, 1 H), 7.41 (t, 2 H, J= 7.6 Hz), 7.39-7.33 (m, 2 H), 5.25 (s, 2 H), 3.89 (s, 3 H); 13C NMR (DMSO-d6, 150 MHz) δ 160.8, 157.3, 137.3, 136.6, 130.6, 128.5, 128.0, 127.9, 126.4, 125.2, 124.7, 120.3, 105.4, 69.7, 52.8; HRMS (EI) m/z calcd for Ci7Hi3C103S 332.0274, found 332.0268.
References:
WO2012/78859,2012,A2 Location in patent:Page/Page column 49
100-39-0
423 suppliers
$10.00/10g
1259977-93-9
5 suppliers
inquiry
14755-02-3
185 suppliers
$11.00/5g
1259977-93-9
5 suppliers
inquiry
122024-75-3
46 suppliers
$110.00/500mg
1259977-93-9
5 suppliers
inquiry
14755-02-3
185 suppliers
$11.00/5g
1259977-93-9
5 suppliers
inquiry