Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Magnesium Bromide | HCID 82241 | — |
| Reactant | 4-Morpholinobenzaldehyde | HCID 291349 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68432882 | HCID 68432882 | — |
Reaction Steps
To a solution of 4-fluorophenyl)magnesium bromide (1M in THF, 10.6 ml. 10.6 mmol) at 0° C. was added a solution of 4-morpholinobenzaldehyde (1 g, 5.233 mmol) in THF (10 ml) dropwise. After being stirred at 0° C. for 10 minutes and room temperature for 4 hours, the reaction mixture was poured onto an iced aqueous NH4Cl. The solution was extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4 and concentrated to give (4-chlorophenyl)(4-morpholinophenyl)methanol as a pinkish white solid (1.49 g, 99 yield). HPLC (Column: Shimadzu VP-0DS, C-18 Ballistic; 10-90% aq CH3OH/0.1% H3PO4, same for compounds hereafter unless noted) Rt: 2.117 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07968577B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-efc0f797a22f49908fee9603de6bda83 |
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| Source note | uspto-grants-2011_06 |
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