Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 1,2,3,4,6,7,8,10A-octahydropyrimido[1,2-a]azepine | HCID 15072656 | — |
| Reactant | Diethylether hexane | HCID 21584099 | — |
| Reactant | 4,5-Bis(bromomethyl)-1,3-dioxolan-2-one | HCID 57260822 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Butanone, 3,3-diethoxy- | HCID 10909862 | 10% |
Reaction Steps
A mixture of 4,5-dibromomethyl-1,3-dioxolan-2-one (2.07 g, 7.6 mmole) and 1,8-diazabicyclo[5.4.0]undec-5-ene (2.26 ml, 15.2 mmole) in CH2Cl2 (20 ml) was stirred at 20° C. for 5 h, then anhydrous ethanol (5.0 ml, 85 mmole) was added, and the resulting mixture was stirred at 20° C. for 10 h. Flash chromatography (ethyl ether-hexane eluent) of the reaction mixture yielded 3,3-diethoxy-2-butanone as a colorless liquid (110 mg, 10%): IR (AgCl) 2965, 1722, 1350, 1253, 1133, 1050, 954 cm-1 ; 'H NMR (CDCl3) 1.23 (m, 9 H), 2.28 (s, 3 H), 3.50(q, J=7.5 Hz, 4 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04525540 |
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| Source dataset | uspto-grants-1985_06 |
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| ORD ID | ord-3e72d399c97e4be491cc367a1404cbef |
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| Source note | uspto-grants-1985_06 |
|---|
