4-(2-FURYL)BENZOIC ACID synthesis
- Product Name:4-(2-FURYL)BENZOIC ACID
- CAS Number:35461-98-4
- Molecular formula:C11H8O3
- Molecular Weight:188.18
13331-23-2
341 suppliers
$13.43/250mgs:
619-58-9
424 suppliers
$8.00/5g
35461-98-4
44 suppliers
$45.00/50mg
Yield:35461-98-4 100%
Reaction Conditions:
with tetrakis(triphenylphosphine) palladium(0);potassium carbonate in water;N,N-dimethyl-formamide at 90;Inert atmosphere;
Steps:
8A.7 Synthesis of 4-(furan-2-yl)benzoic acid (Compound 8a-vii)
In a 100 mL resealable reaction tube, 4-iodobenzoic acid (15.0 g, 60.48 mmol) and furan-2-ylboronic acid (13.5 g, 129.0 mmol) were dissolved in degassed DMF (375 mL) and water (70 mL) at RT under nitrogen atmosphere. Pd(PPh3)4 (6.97 g, 6.0 mmol), K2C03 (25.04 g, 181.2 mmol) were sequentially added to the above solution under nitrogen atmosphere. The resulting mixture was degassed by purging with argon gas for 15 min, and reaction mixture was heated to 90°C until completion of the reaction (TLC). The reaction mixture was cooled to RT, diluted with cold water and washed with ethyl acetate (3 x 30 mL). The aqueous layer was separated and acidified to pH 3 with concentrated HC1, before extracting with EtOAc (400 mL x 2). The combined extract was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure to get the title compound as light yellow solid. Yield: 11.37 g (quant). (0474) 1H NMR (300 MHz, DMSO-dfi): δ 12.95 (brs, 1H), 7.97 (d, J = 8.1 Hz, 2H), 7.82-7.78 (m, 3H), 7.13 (d, J = 3.6 Hz, 1H), 6.64-6.63 (m, 1H), (0475) LCMS (ESI-. m z): 186.9 (M-H)~
References:
WO2016/57660,2016,A1 Location in patent:Page/Page column 49
13331-23-2
341 suppliers
$13.43/250mgs:
586-76-5
484 suppliers
$10.00/1g
35461-98-4
44 suppliers
$45.00/50mg
13331-23-2
341 suppliers
$13.43/250mgs:
1126-46-1
227 suppliers
$8.00/25g
35461-98-4
44 suppliers
$45.00/50mg
110-00-9
202 suppliers
$10.00/25g
150-13-0
883 suppliers
$5.00/25g
35461-98-4
44 suppliers
$45.00/50mg
