Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 59191264 | HCID 59191264 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 59191346 | HCID 59191346 | 64% |
Reaction Steps
To a solution of 2-hydroxy-4-propylphenyl 4-methylbenzenesulfonate (0.11 mmol; 33 mg) under argon, in acetone (0.2 mL), were added K2CO3 (0.13 mmol; 18 mg), NaI (0.02 mmol; 3 mg), and benzylbromide (0.12 mmol; 0.015 mL). The reaction was stirred at 40° C. for 5 hr. The reaction mixture was then hydrolysed with NH4Cl sat. (3 mL) and extracted with ethyl acetate (3*5 mL). Combined organic phases were washed with saturated NaHCO3 (3 mL), dried over MgSO4, concentrated. The residue was purified by preparative TLC (dichloromethane) to yield the title compound as a clear oil (28 mg; 0.07 mmol; 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09309179B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-0196274f4c8f4c9ba9a08ca4693047e3 |
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| Source note | uspto-grants-2016_04 |
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