Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propylene Oxide | HCID 6378 | — |
| Reactant | 1-(Methanesulfonyl)-4-phenoxybenzene | HCID 13078515 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21996066 | HCID 21996066 | 100% |
Reaction Steps
A solution of 4-phenoxyphenyl methyl sulfone (1.0 g, 4.0 mmol) in 40 mL of THF at −78° C. was treated with n-butyllithium (1.6 mL, 2.5 M in hexanes), stirred 15 minutes at −78° C., treated with propylene oxide (257 μL), stirred from −78° C. to 23° C. over 16 hours, quenched with H2O, extracted with ethyl acetate, washed with brine, dried over Na2SO4, filtered, and concentrated. Purification on silica gel with 1:1 hexanes/ethyl acetate provided 1.1 g (100%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06235786B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-61559244b0114a0680967d217af5a7cf |
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| Source note | uspto-grants-2001_05 |
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