HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → HCID 57969203, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | (1S)-(+)-Camphor-10-sulphonic acid | HCID 218580 | — |
| Reactant | HCID 57969172 | HCID 57969172 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57969203 | HCID 57969203 | 100% |
Reaction Steps
THP protection of 6-(4-bromo-3-(hydroxymethyl)phenoxy)nicotinaldehyde (2.4 g, 7.78 mmol) with 3,4-dihydro-2H-pyran (2.2 mL) catalyzed with (1S)-(+)-10-camphorsulfonic acid in CH2Cl2 (80 mL) at r.t. for 1 h provided the desired 6-(4-bromo-3-((tetrahydro-2H-pyran-2-yloxy)methyl)phenoxy)nicotinaldehyde as colorless oil (3.07 g, 7.8 mmol, yield 100%) after silica gel column purification (hexane:EtOAc=3:1, v/v).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08039450B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-700d943b0d3a4766885e770868000350 |
| Source note | uspto-grants-2011_10 |