HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Formyl-2-thiopheneboronic acid → 5-(4-Chlorobenzyl)thiophene-2-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Formyl-2-thiopheneboronic acid | HCID 2773430 | — |
| Reactant | 4-Chlorobenzyl diethyl phosphate | HCID 11277438 | — |
| Reactant | 4-(4-Chlorobenzyl)thiophene-2-carbaldehyde | HCID 59648525 | — |
| Product | 5-(4-Chlorobenzyl)thiophene-2-carbaldehyde | HCID 20161500 | 48% |
Reaction Steps
The title compound was synthesized from 5-formylthiophen-2-ylboronic acid and diethyl 4-chlorobenzyl phosphate using the conditions to synthesize 4-(4-chlorobenzyl)thiophene-2-carbaldehyde (Example 1.1.a). Purification by flash chromatography (0-20% heptane/EtOAc) yielded 5-(4-chlorobenzyl)thiophene-2-carbaldehyde (730 mg, 48%). 1H NMR (400 MHz, CDCl3) δ ppm 9.82 (s, 1H), 7.62 (d, 1H), 7.31 (m, 2H), 7.18 (m, 2H), 6.90 (m, 1H), 4.17 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07884124B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-bb791b0be5514e609f7b3d17c86bbb80 |
| Source note | uspto-grants-2011_02 |