HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-Chloro-5-hydroxybenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 3-Chloro-5-methoxybenzonitrile | HCID 21949921 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-Chloro-5-hydroxybenzonitrile | HCID 21949878 | 84.7% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
To a stirred solution of LiCl (84 g, 1980 mmol) in DMF (500 mL) was added 3-chloro-5-(methyloxy)benzonitrile (167 g, 1000 mmol). The reaction mixture was heated to 180° C. for 12 h. The reaction mixture was poured into ice (300 g) and EtOAc was added. The organic layer was separated, dried over MgSO4 and evaporated to dryness. The solid was recrystallized from EtOAc and petroleum ether (1:5) to afford the title compound (130 g, 67%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304419B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-2a62b91b727145e599f9247d2683759e |
| Source note | uspto-grants-2012_11 |