HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanone, (4-hydroxyphenyl)(4-methoxyphenyl)- → 2-Hydroxy-4-[4-(4-methoxy-benzoyl)-phenoxysulfonyl]-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanone, (4-hydroxyphenyl)(4-methoxyphenyl)- | HCID 186743 | — |
| Reactant | 4-(Chlorosulfonyl)-2-hydroxybenzoic acid | HCID 14668531 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Hydroxy-4-[4-(4-methoxy-benzoyl)-phenoxysulfonyl]-benzoic acid | HCID 9888807 | 54.3% |
Reaction Steps
The title compound was prepared according to the procedure in Example 4 using commercial 4-hydroxy-4'methoxybenzophenone (0.206 g, 0.903 mmol) and 4-chlorosulphonyl-2-hydroxybenzoic acid (0.427 g, 1.81 mmol) in THF (5 mL). Purification by preparative HPLC (C18, eluting with 60% CH3CN/H2O containing 0.1% TFA) and crystallization from EtOAc/hexane gave 0.21 g (54%) of the title compound as an off white solid, mp 73-75° C.; 1H NMR (DMSO-d6) δ 3.85 (s, 3H), 7.07 (d, 2H), 7.24 (d, 2H), 7.36-7.38 (m, 2H), 7.68-7.73 (m, 4H), 7.99 (s, 1 H). IR (KBr) 3400, 1700, 1650, 1000 and 1260 cm-1. mass spectrum (-ESI) m/z 427 (M-H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06063815 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-c02d3103a474405a905e0c47c5ecfdd7 |
| Source note | uspto-grants-2000_05 |