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ChemicalBook CAS DataBase List 5-cyclopropyl-2-thiophenecarboxaldehyde
29481-26-3

5-cyclopropyl-2-thiophenecarboxaldehyde synthesis

2synthesis methods
4701-17-1 Synthesis
5-Bromothiophene-2-carbaldehyde

4701-17-1
300 suppliers
$6.00/1g

411235-57-9 Synthesis
Cyclopropylboronic acid

411235-57-9
436 suppliers
$6.00/1g

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Yield:29481-26-3 95%

Reaction Conditions:

with palladium diacetate;caesium carbonate;catacxium A in water;toluene at 100; for 16 h;Inert atmosphere;

Steps:

33.1 Step 1

A solution of 2a (25 g, 130 mmol), 2b (34 g, 390 mmol), Pd(OAc)2 (1.7 g, 7.6 mmol), cataCXium A (4.6 g, 13 mmol) and Cs2C03 (127 g, 390 mmol) in toluene/H20 (660 mL, toluene/H20 = 10/1) was stirred at 100°C for 16 hours under N2 atmosphere. The solution was extracted with EtOAc. The combined organic extracts were dried over Na2S04, purified using Si02 chromatography, eluting with petroleum ether: ethyl acetate (50: 1) to provide 2c (18.5 g, 95% yield). 1H MR (CDC13) δ: 9.78 (s, 1 H), 7.58 (d, J= 3.91 Hz, 1 H), 6.86 (d, J= 3.52 Hz, 1 H), 2.12 - 2.22 (m, 1 H), 1.10 - 1.19 (m, 2 H), 0.78 - 0.90 (m, 2 H)

References:

WO2014/110688,2014,A1 Location in patent:Page/Page column 80

7283-96-7 Synthesis
2-Chloro-5-thiophenecarboxaldehyde

7283-96-7
270 suppliers
$8.00/5g

1065010-87-8 Synthesis
Potassium cyclopropyltrifluoroborate

1065010-87-8
151 suppliers
$6.00/250mg