Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 53777773 | HCID 53777773 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 54515668 | HCID 54515668 | — |
Reaction Steps
A solution of diethyl [[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]phenyl]methyl]phosphonate (3.23 g, 6.4 mmol) from Preparation 17 in ethanol (30 mL) at 0° C. is treated with 1 mL of 1N HCl. The mixture is stirred at 0° C. for 2 hours. The solution is poured onto 500 mL EtOAc and water (50 mL). The organic phase is separated, dried (MgSO4), and concentrated. The residue is purified by silica gel chromatography (2.5% MeOH/CH2Cl2 followed by 5% MeOH/CH2Cl2). A colorless oil of diethyl [[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4-(hydroxymethyl)phenyl]methyl]phosphonate is obtained (1.73 g, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05238958 |
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| Source dataset | uspto-grants-1993_08 |
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| ORD ID | ord-3c21eeaffb234bd483f70185d9a982fc |
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| Source note | uspto-grants-1993_08 |
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