HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisobutylaluminumhydride → 3-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | 3-(tert-Butyldimethylsilyloxy)cyclobutyl pivalate | HCID 57515872 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanol | HCID 57515873 | — |
Reaction Steps
To a stirred solution of 3-(tert-butyldimethylsilyloxy)cyclobutyl pivalate (4.32 g, 15 mmol) in THF (20 ml) at 0° C. was added diisobutylaluminum hydride, 1.0 m solution in hexanes (48 ml, 48 mmol) dropwise. The reaction was stirred in 1 h, then slowly quenched with Rochelle's salt. The quenched mixture was stirred and layers were separated. The organic layer was dried over MgSO4 and concentrated to give the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633315B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-dd58414153264e8e8a36bde930214d08 |
| Source note | uspto-grants-2014_01 |