Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Product | HCID 58550271 | HCID 58550271 | 93% |
Reaction Steps
Under a nitrogen atmosphere, to a solution of (7-methyl-1,4-dioxaspiro[4.5]deca-7-yl)methanol (4.0 g, 21 mmol) in N,N-dimethylformamide (40 ml) was added sodium hydride (1.1 g, 27 mmol) under ice-cooling, and the mixture was stirred for 30 min. Then, to the reaction mixture was added benzyl bromide (3.1 ml, 25 mmol) at room temperature, and the mixture was further stirred for 1 hr. To the reaction mixture were added diethyl ether and water, and the organic layer was separated. Then, the organic layer was washed successively with water and saturated brine, and dried over sodium sulfate. Sodium sulfate was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography to give the title compound (5.7 g, yield 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299070B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-6e37aaa18984416785cb6544a7c92238 |
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| Source note | uspto-grants-2012_10 |
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