Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 59030571 | HCID 59030571 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59030615 | HCID 59030615 | 98% |
Reaction Steps
To a solution of (8-pyrimidin-2-yl-1,4-dioxa-spiro[4,5]dec-8-yl)-methanol (295 mg, 1.18 mmol) in THF (10 mL) was added 3 N aqueous HCl (10 mL) at 25° C. After being stirred at 25° C. for 24 h, THF was removed under reduced pressure and the reaction was neutralized (saturate aqueous NaHCO3) and extracted (4×10% MeOH/DCM). The combined organic layers were dried (Na2SO4) and concentrated under reduced pressure to provide 4-(hydroxymethyl)-4-(pyrimidin-2-yl)cyclohexanone (238 mg, 1.15 mmol, 98%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08772296B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-d2f325b9b0654020b3c1715ff0e82cfc |
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| Source note | uspto-grants-2014_07 |
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