Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propanal | HCID 527 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 22345600 | HCID 22345600 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22345633 | HCID 22345633 | 100% |
Reaction Steps
11.9 g (38 mmol) of (4-bromo-2-ethylphenoxy)-tert-butyldimethylsilane are placed in 200 ml of THF in a round-bottomed flask and under a stream of nitrogen. The reaction medium is cooled to −78° C. and 16.6 ml (41 mmol) of n-butyllithium (2.5 M/THF) are added dropwise. 30 minutes later, 3.2 ml (45 mmol) of propionaldehyde are added dropwise. The medium is stirred for 3 hours at −78° C. It is then poured into saturated aqueous ammonium chloride solution and extracted with ethyl acetate. The organic phase is dried over magnesium sulfate, filtered and then evaporated. 11.1 g (100%) of the expected product are obtained in the form of a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06924400B2 |
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| Source dataset | uspto-grants-2005_08 |
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| ORD ID | ord-8c911ffc373343d1889a42a881e1fbdf |
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| Source note | uspto-grants-2005_08 |
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