HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 58777996, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | Trifluoromethanesulfonate | HCID 2758875 | — |
| Reactant | HCID 58777921 | HCID 58777921 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58777996 | HCID 58777996 | 96% |
Reaction Steps
To a solution of the triflate salt of 1,1-dimethyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid ethyl ester (1.5 g, 3.76 mmol, 1.0 eq.) in MeOH (20 mL) and CH2Cl2 (2 mL) at 0° C. was added a solution of (trimethylsilyl)diazomethane (2.0 M in hexane, 3.7 mL, 2.0 eq.). The resulting mixture was warmed to r.t. and stirred overnight, and then the solution was concentrated. Purification by flash chromatography (125 g SiO2 linear gradient, 40 mL/min, 1:1 EtOAc/hexane for 33 minutes) afforded about 900 mg of the final compound (96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07186715B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-1d1564defa054f27bf3d65419fcd258d |
| Source note | uspto-grants-2007_03 |