HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (4-Methylamino-naphthalen-1-yloxy)-acetic Acid Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | [4-(Tert-butoxycarbonyl-methyl-amino)-naphthalen-1-yloxy]-acetic acid ethyl ester | HCID 69035131 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Methylamino-naphthalen-1-yloxy)-acetic Acid Ethyl Ester | HCID 69037388 | — |
Reaction Steps
To 3.90 g (10.9 mmol) of the above prepared [4-(tert-butoxycarbonyl-methyl-amino)-naphthalen-1-yloxy]-acetic acid ethyl ester, dissolved in 110 ml of CH2Cl2, was added via dropping funnel within 15 Min. 27.9 ml of TFA. After additional 30 Min. at RT, the bulk of the solvents was removed i. V. and the residue distributed between NaHCO3 and AcOEt. Washing with cold water and brine, drying over magnesium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, hexane/AcOEt=8/2), gave 2.25 g of the title compound as off-white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495001B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-378f09cb1be14cb286bf3e4fb1f5004f |
| Source note | uspto-grants-2009_02 |