Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Iodine | HCID 807 | — |
| Reactant | 3-Benzyloxy-4-hydroxybenzaldehyde | HCID 11020635 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 22456878 | HCID 22456878 | 79.9% |
Reaction Steps
To a mixture of 3-Benzyloxy-4-hydroxy benzaldehyde (15 g, 0.065 mol) and Iodine (17.54 g, 0.13 mol) was added 3.2% NaOH solution (150 ml). The reaction mixture was stirred at 75-80° C. for 8 h. The reaction mixture was cooled to room temperature and concentrated hydrochloric acid was added and the solid was filtered. Then the compound was recrystalized with isopropanol. The solid was filtered and dried to give 3-benzyloxy-4hydroxy-5-Iodo benzaldehyde (18.40 g, 79%). TLC: Ethyl acetate:light petroleum (2:5), Rf=0.4; 1H NMR (CDCl3, 200 MHz): δ 5.20 (s, 2H), 7.23-7.45 (m, 6H), 7.8 (d, J=1.42 Hz, 1H), 9.73 (s,1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06403814B1 |
|---|
| Source dataset | uspto-grants-2002_06 |
|---|
| ORD ID | ord-49dd88b67fa24c1d84d1dd696b377256 |
|---|
| Source note | uspto-grants-2002_06 |
|---|