HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-Chloro-4-isocyanato-benzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Methyl 4-Amino-3-chlorobenzoate | HCID 1515284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Chloro-4-isocyanato-benzoic acid methyl ester | HCID 86640262 | 260% |
Reaction Steps
To an ice cold solution of triphosgene (59 mg, 200 μmol) in CH2Cl2 (1.5 ml) was added 4-amino-3-chloro-benzoic acid methyl ester (100 mg, 540 μmol; [84228-44-4]) and a solution of Et3N (150 μl, 1.1 mmol) in CH2Cl2 (0.5 ml) under an argon atmosphere. The reaction mixture was stirred at ambient temperature for 30 min. The solvent was removed under reduced pressure. The residue was triturated with EtOAc, the solid was filtered off and the filtrate was evaporated to dryness under reduced pressure to give the title compound (111 mg, 520 μmol; 97%) as brown solid which was used in the next step without further purification. MS: m/e=228.9 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153663B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-7c4182d323064c5e97fea1ac77f19710 |
| Source note | uspto-grants-2012_04 |