HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → (2'-Acetoxymethyl-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (2'-Hydroxymethyl-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid methyl ester | HCID 66606415 | — |
| Reactant | {2'-[(Carbamoylmethyl-amino)-methyl]-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl}-acetic acid methyl ester | HCID 66634341 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2'-Acetoxymethyl-6-methoxy-4'-trifluoromethyl-biphenyl-3-yl)-acetic acid methyl ester | HCID 67429487 | — |
Reaction Steps
To a mixture of {2′-[(carbamoylmethyl-amino)-methyl]-6-methoxy-4′-trifluoromethyl-biphenyl-3-yl}-acetic acid methyl ester and (2′-hydroxymethyl-6-methoxy-4′-trifluoromethyl-biphenyl-3-yl)-acetic acid methyl ester (0.223 g, 0.54 mmol) in CH2Cl2 (2.2 mL) was added triethylamine (0.11 mL, 0.82 mmol), followed by acetyl chloride (0.06 mL, 0.82 mmol), and the reaction was stirred at room temperature for 45 minutes. The mixture was worked up with CH2Cl2 and H2O, and the crude material was purified by silica gel chromatography (0-100% EtOAc in hexanes, then 5% MeOH in CH2Cl2) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524748B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-4de992f87b3646f09ad1aef0301ebf0f |
| Source note | uspto-grants-2013_09 |