HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl diethyl phosphate → 5-Benzylfuran-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl diethyl phosphate | HCID 298808 | — |
| Reactant | 5-Formylfuran-2-boronic acid | HCID 2734355 | — |
| Reactant | 4-(4-Chlorobenzyl)thiophene-2-carbaldehyde | HCID 59648525 | — |
| Product | 5-Benzylfuran-2-carbaldehyde | HCID 12418537 | 65% |
Reaction Steps
The title compound was synthesized from 5-formylfuran-2-ylboronic acid (0.80 g, 5.7 mmol) and benzyl diethyl phosphate (1.5 g, 6.3 mmol) using the same conditions used to synthesize 4-(4-chlorobenzyl)thiophene-2-carbaldehyde. Purification by flash chromatography yielded 5-benzyl-furan-2-carbaldehyde as a brown solid (0.37 g, 65%). 1H NMR (400 MHz, CDCl3) δ ppm 9.56 (s, 1H) 7.29-7.38 (m, 3H) 7.24-7.28 (m, 2H) 7.17 (d, J=3.5 Hz, 1H) 6.19 (d, J=3.6 Hz, 1H) 4.07 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07884124B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-4fb39b06923d4b3fb473a488b8f877b2 |
| Source note | uspto-grants-2011_02 |