HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → Diisopropylether ethyl acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Ethyl orthoformate | HCID 31214 | — |
| Reactant | 4-Chloro-3-(trifluoromethyl)aniline | HCID 67574 | — |
| Reactant | Ethyl nitroacetate | HCID 69379 | — |
| Catalyst | Iron | HCID 23925 | — |
| Product | Diisopropylether ethyl acetate | HCID 22281796 | — |
| Product | HCID 23444982 | HCID 23444982 | — |
Reaction Steps
3-Trifluoromethyl-4-chloroaniline was reacted with triethyl orthoformate, ethyl nitroacetate and acetic acid followed by treatment with triethyl orthoformate, iron and acetic acid and subsequent alkaline hydrolysis. The isolated acid was directly reduced with BH3 THF complex followed by hydrolytic workup and the title compound, Mp. 148-153° C. (AcOEt/iPr2O), MS: m/e=276 (M+), was obtained as a white crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06667335B2 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-72c65ce3307745448a9ccd49e2c474c4 |
| Source note | uspto-grants-2003_12 |