HuagongsheHuagongshe Chemistry Print Report · For research reference only
Iodine → Methyl 2-amino-4-(1,1-difluoroethyl)-5-iodobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Iodine | HCID 807 | — |
| Reactant | Methyl 2-amino-4-(1,1-difluoroethyl)benzoate | HCID 59164446 | — |
| Catalyst | Silver sulfate | HCID 159865 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Methyl 2-amino-4-(1,1-difluoroethyl)-5-iodobenzoate | HCID 59164486 | 96.2% |
Reaction Steps
A mixture of 2-amino-4-(1,1-difluoro-ethyl)-benzoic acid methyl ester (1.3 g, 6.04 mmol), I2 (1.53 g, 6.03 mmol) and Ag2SO4 (1.89 g, 6.03 mmol) in EtOH (40 mL) was stirred for 1 h at r.t. The suspension was then filtered and the filtrate diluted with EtOAc and washed once with a 10% aqueous Na2SO3. The organic layer was dried (Na2SO4), filtered and concentrated in vacuo to give 2-amino-4-(1,1-difluoro-ethyl)-5-iodo-benzoic acid methyl ester (1.98 g, 5.8 mmol, 96%) as a brown solid, ESI-MS: m/z 383 [M+CH3CN+H]+. rt 6.71 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08012988B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-4e4dadeea26242a9a7c8568e32d3ed17 |
| Source note | uspto-grants-2011_09 |