HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 69285669, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | Glycine tert-butyl ester | HCID 151417 | — |
| Reactant | 2-Fluoro-5-(trifluoromethyl)benzoic acid | HCID 688292 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69285669 | HCID 69285669 | 178.7% |
Reaction Steps
Preparation I7, Step 1: A solution of 2-fluoro-5-trifluoromethylbenzoic acid (5.80 g) in N,N-dimethylformamide (190 mL) was treated sequentially with glycine t-butyl ester (5.50 g), BOP reagent (18.50 g), and N-methylmorpholine (9.20 mL). The mixture was stirred at rt for 12 h, then was diluted with ethyl acetate. The organic layer was washed with 1 M HCl, saturated aqueous NaHCO3, 5% aqueous LiCl, and brine, then was dried over Na2SO4 and concentrated under vacuum to provide tert-butyl 2-(2-fluoro-5-(trifluoromethyl)benzamido)acetate (16 g) as a white solid. MS found: (M+H)+=322.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07378409B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-86b19f554e7b4e8e81b5229ede9f693e |
| Source note | uspto-grants-2008_05 |