3,4-Dihydro-2H-1-benzopyran-6-carboxylic acid

A mixture of intermediate 17 (1.1 g, 5.3 mmol), 3, 4-dihydro-2H-l-Benzopyran-6- carboxylic acid (1.1 g, 6.4 mmol) Et3N (7.5 ml, 47.7 mmol), HOBT (0.77 g, 5.7 mmol) and EDCI (1.1 g, 5.8 mmol) in DCM (40 ml) was heated to reflux for 5 h, and was then cooled to r.t. The solution was poured into ice-water. A 2 M NaOH solution was added to pH 8. This mixture was extracted with DCM (3 x 50 ml). The organic layers were combined, washed with H20 (3 x 20 ml), washed with brine (3 x 20 ml), dried(Na2S04), filtered, and the solvent was evaporated in vacuo. The residue was purified by HPLC (Luna column 50 x 300 mm; mobile phase: 0%-30% CH3CN (0.1 %TFA)/H20 (0.1 % TFA); flow rate 80 ml/min; 25 min). The product fractions were collected and neutralized with a saturated NaHC03 solution. The mixture was extracted with DCM. The separated organic layer was dried (Na2SC>4), filtered and the solvent was evaporated. Yield: 0.8 g of intermediate 18 (41 % yield).

Molecular Weight:178.18
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:178.062994177
Monoisotopic Mass:178.062994177
Topological Polar Surface Area:46.5
Heavy Atom Count:13
Complexity:202
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes