Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-Hydroxy-pentanoic acid methoxy-methyl-amide | HCID 79193213 | — |
| Reactant | HCID 86601651 | HCID 86601651 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 85830276 | HCID 85830276 | 26.2% |
Reaction Steps
A solution of 4-hydroxy-pentanoic acid methoxy-methyl-amide (0.12 g, 0.74 mmol) in tetrahydrofuran (1 mL) was cooled to −78° C., after which a solution of hex-1-ene-magnesium bromide (7.0 ml, 1.56 mmol) was added dropwise. After stirring at −78° C. for 2 hours, saturated ammonium chloride (2 mL) was added, and the reaction mixture allowed to warm to room temperature. Extraction and chromatography afforded 2-hydroxy-dec-9-en-5-one as a clear oil (33 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07553979B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-ab2eade314464fe3a8c67bb3c359db1d |
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| Source note | uspto-grants-2009_06 |
|---|