HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [4-(2-Acetyl-3-benzyloxyphenoxy)-butyl]-carbamic Acid Tert-butyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-[2-(Benzyloxy)-6-hydroxyphenyl]ethan-1-one | HCID 2775187 | — |
| Reactant | tert-Butyl (4-iodobutyl)carbamate | HCID 53439149 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [4-(2-Acetyl-3-benzyloxyphenoxy)-butyl]-carbamic Acid Tert-butyl Ester | HCID 68840692 | — |
Reaction Steps
To a solution of 1-(2-benzyloxy-6-hydroxyphenyl)-ethanone (100 mg, 0.41 mmol) and (4-iodobutyl)-carbamic acid tert-butyl ester (Example 123, step A) (150 mg, 0.5 mmol) in DMF (5 mL) is added K2CO3 (113 mg, 0.82 mmol) and the mixture is stirred at RT for 18 h. Water is added and the mixture is extracted with EtOAc. The organic phase is washed with water and brine then is dried over sodium sulfate. The solvent is removed under reduced pressure and the residue is purified by flash chromatography using hexane/EtOAc (10:1) as eluent to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084448B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-a47b976137d444a5aa118926e8aec871 |
| Source note | uspto-grants-2011_12 |