Water → 4-(4-{[(Benzyloxy)carbonyl]amino}butyl)benzoic acid

Sodium hydrogencarbonate (0.95 g, 11.32 mmol) was added into a suspension of 30 in THF (120 mL), followed by water (10 mL), affording a clear solution. Benzyl chloroformate (1.21 mL, 8.49 mmol) was then added into the reaction mixture at 0° C. The reaction mixture was then stirred at room temperature overnight. After that, the solvent was removed under reduced pressure. Ethyl acetate (70 mL) was added to the residue and the solution was washed with 2N HCl (2×30 mL) and water (2×50 mL), then dried in vacuum. 1.82 g (98%) of 31 was obtained as a white solid. 1H NMR (300 MHz, DMSO-d6) δ 1.11 (m, 2H), 1.28 (m, 2H), 2.33 (m, 2H), 3.02 (m, 2H), 5.01 (m, 2H), 7.15 (m, 7H), 7.93 (d 2H).

1. customaffording a clear solution
2. customAfter that, the solvent was removed under reduced pressure
3. additionEthyl acetate (70 mL) was added to the residue
4. washthe solution was washed with 2N HCl (2×30 mL) and water (2×50 mL)
5. customdried in vacuum

ORD record

ord-f1618606e759477bba352de0861bc015

Source dataset

uspto-grants-2008_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07345044B2