Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Diisobutylaluminum hydride | HCID 14487 | — |
| Reactant | HCID 13671287 | HCID 13671287 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 118511097 | HCID 118511097 | — |
Reaction Steps
1,4,10-Trioxadispiro[4.2.4.2]tetradecan-9-one (880 mg, 4.15 mmol) in toluene (30 mL), under nitrogen, was cooled to −78° C. and treated with 1M DIBAL-H (1M in toluene) (4.56 mL, 4.56 mmol). The reaction mixture was stirred at −78° C. for 2 hours. The resulting mixture was treated with 10% aqueous acetic acid solution (18 mL)/ice 60 g) and stirred for 5 mins with chloroform (150 mL). The aqueous was separated and extracted with chloroform (×3) and the combined organic extracts were dried over MgSO4 and filtered. The solvent was removed under reduced pressure to afford the title compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09403810B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-fdd79c38dbf94f888ac891345db36bd6 |
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| Source note | uspto-grants-2016_08 |
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