Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-Chloroacetophenone | HCID 10757 | — |
| Reactant | Methyl phenyl sulfone | HCID 18369 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 19901325 | HCID 19901325 | 26.1% |
Reaction Steps
Methyl phenyl sulphone (12.5 g, 0.08 mole) dissolved in THF (150 cc) is added at ambient temperature to a molar solution (100 cc) of ethylmagnesium bromide. The mixture is stirred for 1 h and then cooled to -50° C. 2-Chloroacetophenone (12.5 g, 0.08 mole) dissolved in THF (150 cc) is run in and stirred for 2 h at -20° C. The mixture is poured into normal hydrochloric acid (200 cc) and ammonium chloride (6 g). It is reextracted with ether (3×50 cc), washed until neutral and dried over MgSO4. The crude is precipitated with heptane and recrystallized from isopropyl ether to give flocculent white crystals of 1-chloro-2-phenyl-3-phenylsulphonyl-2-propanol (6.5 g, 26%). Mp=110° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05100460 |
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| Source dataset | uspto-grants-1992_03 |
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| ORD ID | ord-260cb009e224453f893729038dd2c6a3 |
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| Source note | uspto-grants-1992_03 |
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