HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chlorocyclopent-1-ene → 3-(3-[(1,1-Dimethylethyl)dimethylsiloxy]pent-1-yl)cyclopentene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chlorocyclopent-1-ene | HCID 7297 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | (5-Chloro-3-pentyloxy)(2,2-dimethylethyl)dimethylsilane {3-chloro-1-ethylpropoxy)(1,1-dimethylethyl) dimethylsilane | HCID 86741753 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3-[(1,1-Dimethylethyl)dimethylsiloxy]pent-1-yl)cyclopentene | HCID 13924076 | — |
Reaction Steps
The procedure followed is the same as that described in Example 8 substituting (5-chloro-3-pentyloxy)(2,2-dimethylethyl)dimethylsilane {3-chloro-1-ethylpropoxy)(1,1-dimethylethyl)dimethylsilane} (78 g, 0.33 moles) diluted in tetrahydrofuran (100 ml), granular magnesium (24 g, 1.00 moles), tetrahydrofuran (100 ml), 0.1M solution of Li2CuCl4 (1.0 mmole), and 3-chlorocyclopentene (33 g, 0.33 moles) dissolved in tetrahydrofuran (50 ml). The crude product is distilled under reduced pressure leaving a clear yellow oil (21 g, 0.078 moles), BP 69° C./0.1 mm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04689345 |
| Source dataset | uspto-grants-1987_08 |
| ORD ID | ord-3ba57ccfe5a34447a527ebdf41b92a16 |
| Source note | uspto-grants-1987_08 |