Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexanoic Acid | HCID 8892 | — |
| Reactant | Trimethylorthoacetate | HCID 21927715 | — |
| Reactant | HCID 58256123 | HCID 58256123 | — |
| Solvent | Decalin | HCID 7044 | — |
| Product | HCID 58256105 | HCID 58256105 | 29% |
Reaction Steps
A solution of the product from step (b) (12.2 g, 48.0 mmol) in decalin (145 ml) was treated with trimethylorthoacetate (24.5 ml, 192 mmol) and hexanoic acid (0.61 ml). The flask was equipped with a vigreux column and heated to 180° C. Additional hexanoic acid (3 ml) was periodically added over 6 h and the reaction was heated overnight. The reaction was concentrated on the rotavap and the residue was extracted with MeOH (100 ml ×2). The MeOH extracts were concentrated and purified by silica gel chromatography (EtOAc/Hexane-gradient) providing 4.36 g (29%) of the subtitle compound. MS: ESI (positive): 311, 313 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07893051B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-f672d1388b5a42ad886e1fc277b2ae3a |
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| Source note | uspto-grants-2011_02 |
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