HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → 4-Bromo-3-(tetrahydro-2H-pyran-2-yloxy)benzoic acid 4-bromo-3-(tetrahydro-2H-pyran-2-yloxy)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 4-Bromo-3-hydroxybenzoic acid | HCID 6420973 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Bromo-3-(tetrahydro-2H-pyran-2-yloxy)benzoic acid 4-bromo-3-(tetrahydro-2H-pyran-2-yloxy)benzoic acid | HCID 67429525 | — |
Reaction Steps
To solution of 4-bromo-3-hydroxybenzoic acid (available from Combi-Blocks Inc.) (2.50 g, 11.5 mmol) in DCM (100 mL) at 23° C., was added 3,4-dihydro-2H-pyran (available from Aldrich) (2.10 mL, 23.0 mmol) followed by PPTS (0.289 g, 1.15 mmol). The reaction gave a mixture of bis THP protected compound and 26.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030354B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-3de3bec4dc4848f199cd05bb099db0f4 |
| Source note | uspto-grants-2011_10 |