HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2,3-Difluoro-6-(2-methoxyethoxy)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Lithium diisopropylamine | HCID 45051747 | — |
| Reactant | 3,4-Difluoro-1-(2-methoxyethoxy)benzene | HCID 57429066 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,3-Difluoro-6-(2-methoxyethoxy)benzaldehyde | HCID 57565810 | 80.6% |
Reaction Steps
In a manner similar to the method described in example 52a, 1,2-difluoro-4-(2-methoxy-ethoxy)-benzene (6.3 g, 33.4 mmol) prepared in example 101a was reacted with lithium diisopropylamine (20.1 mL, 2.0 M in THF, 40.1 mmol), N,N-dimethyl-formamide (3.11 mL, 40.1 mmol) and quenched with acetic acid (8.1 g, 134 mmol) and water (41.2 mL) in tetrahydrofuran to give 2,3-difluoro-6-(2-methoxy-ethoxy)-benzaldehyde as yellow oil (Yield: 5.8 g, 80.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495007B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-be89e56bb3634ea9b3e19aee7d471dc9 |
| Source note | uspto-grants-2009_02 |