HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formic Acid → HCID 22291289, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Benzoic acid, 4-amino-, 1,1-dimethylethyl ester | HCID 233272 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22291289 | HCID 22291289 | — |
Reaction Steps
Combined tert-butyl 4-aminobenzoate (15.3 g, 79 mmol), DMAP (1.935 g, 15.84 mmol), N-methylmorpholine (15.67 mL, 143 mmol) in DCM (120 mL) and, after cooling to 0° C., slowly added formic acid (9.11 mL, 238 mmol). After stirring for 18 h, the reaction was concentrated and then partitioned with 1N HCl (100 mL) and EtOAc (200 mL). The aqueous layer was extracted with EtOAc (100 mL). The combined organic layer was washed with brine (50 mL) and dried (MgSO4). The desired product was collected as yellow syrup (16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09000172B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-2fd99e67200c466ca75a17864985f3d9 |
| Source note | uspto-grants-2015_04 |