Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 21469826 | HCID 21469826 | — |
| Reactant | HCID 178418336 | HCID 178418336 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54059133 | HCID 54059133 | — |
Reaction Steps
Combine 4-benzyloxy-4'-(4-chlorobutyloxy)benzophenone (3.95 g, 10.0 mmol) and tetrahydrofuran (50 mL). Add a solution benzylmagnesium chloride (6.0 mL, 2M in tetrahydrofuran, 12 mmol). After 1 hour, cool to 0° C. and add a saturated aqueous solution of ammonium chloride and stir for 1 hour to give a solid. Filter the solid and rinse three times with tetrahydrofuran. Combine the filtrate and rinses and separate the layers. Extract the organic layer with a saturated sodium chloride solution. Dry the organic layer over MgSO4, filter, and dry in vacuo to give a 1-(4-benzyloxyphenyl)-1-(4-(4-chlorobutyloxy) phenyl)-2-phenyl ethanol: Rf =0.36 (silica gel, 30% ethyl acetate/hexane).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05691384 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-a9fe7c8474ae4261891c817c10547236 |
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| Source note | uspto-grants-1997_11 |
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