HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 68602437, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | HCID 68600714 | HCID 68600714 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 68602437 | HCID 68602437 | 65% |
Reaction Steps
To a solution of 98 (18 mg, 1.0 eq.) in MeOH: THF (1 mL: 300 uL) was added 2.0M TMSCHN2 in hexanes (266 uL, 17 eq.). After 15 minutes, TLC showed complete conversion of starting material. The reaction was poured into ethyl acetate and then washed with 0.2N HCl, 1N NaHCO3 and brine. The organic layer was then dried over sodium sulfate and concentrated in vacuo. The product was then purified via reverse phase HPLC (C18, acetonitrile/water with 0.1% TFA) to yield 99 (11.9 mg, 65%) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07501404B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-9fb793bea16643dfa66d04e0341185a6 |
| Source note | uspto-grants-2009_03 |