Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 2,5-Hexanediol, (2S,5S)- | HCID 6950288 | — |
| Reactant | HCID 59017167 | HCID 59017167 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 87829549 | HCID 87829549 | 44% |
Reaction Steps
A solution of BuLi 1.6M in hexane (0.96 mL, 1.53 mmol) was dropped in a solution of 2,5-dimethyl-3,4bis-(phosphino)1-phenyl-pyrrole prepared as described in the previous stage (180 mg, 0.77 mmol) in THF (14.4 mL) and the reaction mixture was left under stirring for 1.5 h. 233 mg (1.53 mmol) of the cyclic sulfate of (2S,5S) hexanediol dissolved in 1.2 mL of THF were dropped in the reaction mixture, which was subsequently left under stirring for 1 h. The reaction mixture was quenched with methanol (0.3 mL) and the solvent evaporated under reduced pressure. The solid was then washed with n-heptane (3×20 mL) and the solvent was removed from the filtrate by evaporation under reduced pressure (20 torr), thereby obtaining the desired product (133 mg, yield 44%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07307037B2 |
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| Source dataset | uspto-grants-2007_12 |
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| ORD ID | ord-add182ed81584b3d8f36c37d2ad2260d |
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| Source note | uspto-grants-2007_12 |
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