HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 66999940, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl N-(2-bromoethyl)carbamate | HCID 4103526 | — |
| Reactant | HCID 57445096 | HCID 57445096 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Chloroform isopropyl alcohol | HCID 21906603 | — |
| Product | HCID 66999940 | HCID 66999940 | 86.1% |
Reaction Steps
Add sodium hydride (424 mg, 18 mmol) to a solution of 2-benzo[b]thiophen-7-yl-phenol (1 g, 4.4 mmol) in 10 mL of DMF. Stir the mixture at RT for 1 h and add (2-bromo-ethyl)-carbamic acid tert-butyl ester (2 g, 8.9 mmol). Continue to stir the reaction mixture for another 4 h at RT. Dilute the mixture with chloroform-IPA (3:1, 100 mL). Wash the organic phase with aqueous saturated sodium chloride and water. Dry the mixture over sodium sulfate. Concentrate the solution in vacuo. Purify the residue by column chromatography (20% ethyl acetate in hexane) to give the title compound as a pale yellow solid (1.4 g, 86%). MS (ES) m/z 392 [M+Na]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063035B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-ce555aa8bdc246eba34d24230fbd9e3e |
| Source note | uspto-grants-2011_11 |