HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 68508563, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 131728334 | HCID 131728334 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68508563 | HCID 68508563 | 44% |
Reaction Steps
TBAF (1M in THF, 14.0 mL, 14.0 mmol) was added to a sol. of [3-(tert-butyl-dimethyl-silanyloxymethyl)-4-chloro-benzyl]-cyclopropylmethyl-carbamic acid tert-butyl ester (3.08 g, 7.00 mmol) in THF (68 mL) at 0° C. The mixture was stirred for 1 h while warming up to rt. EtOAc was added, and the mixture was washed with aq. sat. NH4Cl and brine. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Purification of the crude by FC (CH2Cl2→CH2Cl2/MeOH 9:1) yielded the title compound (1.00 g, 44%). LC-MS: tR=0.99 min; ES+: 326.10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799805B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-56b98d9d72734717a7e135a665564e72 |
| Source note | uspto-grants-2010_09 |