HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-(Trifluoromethyl)benzylic alcohol → Methyl 6-fluoro-1-[(3-trifluoromethylphenyl)methyl]-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-(Trifluoromethyl)benzylic alcohol | HCID 67681 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | methyl 6-fluoro-1H-indole-2-carboxylate | HCID 4715016 | — |
| Product | Methyl 6-fluoro-1-[(3-trifluoromethylphenyl)methyl]-1H-indole-2-carboxylate | HCID 66889433 | 81.7% |
Reaction Steps
This compound was prepared according to a process similar to that described in step 16.1, by reacting 475 mg (2.459 mmol) of methyl 6-fluoro-1H-indole-2-carboxylate with 0.67 mL (4.918 mmol) of 3-trifluoromethylphenylmethanol in the presence of 1.18 g (4.918 mmol) of cyanomethylenetributylphosphorane (CMBP). The crude reaction product is then purified by chromatography on a column of silica in a mixture of heptane and ethyl acetate, to give 706 mg of the expected product in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604050B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-5e3cb0d7b8ca4a63bcbc7c9f1bfc5177 |
| Source note | uspto-grants-2013_12 |