HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 2-Chloro-6-methylbenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | 2-Chloro-6-methylbenzonitrile | HCID 23053 | — |
| Product | 2-Chloro-6-methylbenzaldehyde | HCID 12467050 | — |
Reaction Steps
To a stirred solution of 2-chloro-6-methylbenzonitrile (1 g, 6.6 mmol) in THF (15 mL) under argon at 0° C. a solution of DIBAL (1 M in THF, 7 mL, 7 mmol) was added dropwise over 5 minutes. After 3 hr at 0° C., the reaction mixture was brought to room temperature and further stirred overnight. The reaction mixture was quenched with 5% sulfuric acid at 0° C., extracted with ether, washed with brine and dried (MgSO4). Concentration provided 2-chloro-6-methylbenzaldehyde (0.92 g) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06506747B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-00e6caf674b84519b051ef1effd61f56 |
| Source note | uspto-grants-2003_01 |