HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 86609321, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 86609322 | HCID 86609322 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86609321 | HCID 86609321 | 57% |
Reaction Steps
Anhydrous TBAF (Cox D P, et al., J Org Chem. 1984; 49:3216-19) (38.5 mg 0.15 mmol) was added to a solution of compound 10a (14.5 mg, 0.03 mmol) in anhydrous THF (3 ml). The mixture was refluxed for 4 hours. After cooled to room temperature, standard workup with dichloromethane was applied and the residue was purified by silica gel preparative TLC (2% methanol in dichloromethane) to afford compound 11a (7 mg, 57%): 1H NMR δ 7.43 (d, 4H, J=8.6 Hz), 7.20 (d, 2H, J=8.4 Hz), 6.97 (q, 2H), 6.91 (d, 2H, J=8.6 Hz), 4.60 (d, t, 2H, J1=47 Hz, J2=4.0 Hz), 4.17 (t, 2H), 3.90 (t, 3H), 3.75 (t, 1H), 3.27 (s, 3H), 1.46 (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858072B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-bd5269f682cd472f86fb3327f8c67d2d |
| Source note | uspto-grants-2010_12 |