Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Alcohol | HCID 244 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | HCID 58894626 | HCID 58894626 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131735706 | HCID 131735706 | 82.1% |
Reaction Steps
Benzyl alcohol (7.28 ml, 70.0 mmol), DCC (0.43 g, 2.1 mmol) and a catalytic amount of 4-dimethylammino pyridine (0.20 g, 1.68 mmol) were successively added to a solution of (S)-8,8-dimethyl-6,10-dioxaspiro[4.5]decane-2-carboxylic acid (Synthesized following procedure as described in DE4312832 and US20080161564, 3 g, 14.00 mmol) in anhydrous Dichloromethane (50 ml). The reaction mixture was stirred for 24 h at 25-30° C. and then acetone (10 ml) was added. The resulting suspension was filtered and subsequently concentrated under vacuum. The residue was purified by silica gel column chromatography using ethyl acetate in hexane as eluents to obtain (S)-benzyl 8,8-dimethyl-6,10-dioxaspiro[4.5]decane-2-carboxylate (3.5 g, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09359367B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-6c47d4b88fe243a9a92fd544b0d6a63b |
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| Source note | uspto-grants-2016_06 |
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