Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | 1-1,4-Dioxaspiro[4.5]decan-8-ylpropan-1-amine hydrochloride | HCID 68003786 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68003941 | HCID 68003941 | — |
Reaction Steps
Into a 50 mL round-bottom flask were placed a solution of 1-1,4-dioxaspiro[4.5]decan-8-ylpropan-1-amine hydrochloride (as prepared in Example 104 Step B) (50 mg, 0.21 mmol, 1.00 equiv) in dichloromethane (10 mL) and TEA (42.8 mg, 0.42 mmol, 2.00 equiv). This was followed by the addition of acetyl chloride (19.8 mg, 0.25 mmol, 1.20 equiv) dropwise with stirring at 0° C. The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of 20 mL of water. The resulting solution was extracted with 2×20 ml, of dichloromethane. The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under vacuum to give the title compound as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08518969B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-f733bca501df4800b6445975cc0bc7a7 |
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| Source note | uspto-grants-2013_08 |
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