4-Iodophenol → HCID 67528368, compound

Compound 13 was allowed to react with 4-iodophenol as described in example 1. When the reaction was completed (ca. 2 h) the solvent was evaporated off and the residue was suspended in diethyl ether and passed though a short column of silica gel. The eluent was removed in vacuo and the residue was dissolved in the mixture of TFA and ethanol (9:1, v/v) and stirred overnight at ambient temperature after being concentrated. The residue was taken in methylene chloride and washed with sat. NaHCO3, dried (Na2SO4) and concentrated. Purification was performed on silica gel. The column was eluted initially with methylene chloride to remove trityl carbinol and then with the mixture of CH2Cl2:MeOH (9:1, v/v) to elute the desired product. Compound 14: 1H NMR (CDCl3): δ 7.53 (2H, d, J 9.0); 6.68 (2H, d, J 9.0); 4.07 (2H, m); 3.83 (2H, m); 3.73 (2H, m); 3.64 (2H, m); 2.26 (1H, br).

1. custom(ca. 2 h)
2. customwas evaporated off
3. customThe eluent was removed in vacuo
4. dissolutionthe residue was dissolved in the mixture of TFA and ethanol (9:1
5. concentrationafter being concentrated
6. washwashed with sat. NaHCO3
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated
9. customPurification
10. washThe column was eluted initially with methylene chloride
11. customto remove trityl carbinol
12. additionwith the mixture of CH2Cl2:MeOH (9:1
13. washv/v) to elute the desired product

ORD record

ord-2495026360834c46a5d59502dbfb9152

Source dataset

uspto-grants-2005_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06949639B1