HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Trifluoroacetate → Methyl 6-methoxy-5-trifluoromethyl-1-naphthoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Trifluoroacetate | HCID 517019 | — |
| Reactant | 1-Naphthalenecarboxylic acid, 5-bromo-6-methoxy-, methyl ester | HCID 10935298 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 6-methoxy-5-trifluoromethyl-1-naphthoate | HCID 13604104 | 76% |
Reaction Steps
Using the same general procedure as in Comparative Example A, one molar proportion of methyl 6-methoxy-5-bromo-1-naphthoate (MMBN) was reacted with 1.7 molar proportions of sodium trifluoroacetate in the presence of 2 molar proportions of CuI and molar proportions of N,N-dimethylformamide (DMF), with an additional 0.95 molar proportion of sodium trifluoroacetate being added during the course of the reaction. The total reaction time was 5 hours. After workup, the desired methyl 6-methoxy-5-trifluoromethyl-1-naphthoate (MMTN) was isolated in a 76% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04808748 |
| Source dataset | uspto-grants-1989_02 |
| ORD ID | ord-791f6f985e9742caa72ea3420040184c |
| Source note | uspto-grants-1989_02 |