HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-Butyl acrylate → 2-Methylpentane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-Butyl acrylate | HCID 15458 | — |
| Reactant | (9-(2-Chloro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-ethylthiazol-4-yl)methanone | HCID 58168486 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Methylpentane | HCID 7892 | — |
| Product | Tert-butyl 3-(2-chloro-3-((4-(2-ethylthiazole-4-carbonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-9-yl)methyl)phenethoxy)propanoate | HCID 58168518 | — |
Reaction Steps
Triton-B (40% in water, 0.94 mL) was added to a solution of (9-(2-chloro-3-(2-hydroxyethyl)benzyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(2-ethylthiazol-4-yl)methanone [Example 26, step c] (3.2 g) and tert-butyl acrylate (1.5 mL) in acetonitrile (1 mL) and the resulting mixture stirred overnight at RT. The solvent was evaporated and the residue was purified by flash silica chromatography, elution gradient 1:1:0.05 ethyl acetate:isohexane:triethylamine to 95:5 ethyl acetate:triethylamine to give the subtitled compound as a clear oil. Yield 3.2 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476265B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-ad7f30b35f0949c896decddbe942ec4e |
| Source note | uspto-grants-2013_07 |