| Identification | Back Directory | [Name]
4-Chloro-2-trimethylstannyl-1-butene | [CAS]
85370-32-7 | [Synonyms]
4-Chloro-2-trimethylstannyl-1-butene
Stannane, (3-chloro-1-methylenepropyl)trimethyl- | [Molecular Formula]
C7H15ClSn | [MOL File]
85370-32-7.mol | [Molecular Weight]
253.357 |
| Hazard Information | Back Directory | [Uses]
4-Chloro-2-trimethylstannyl-1-butene is a precursor of several bifunctional reagents, which have been employed to effect synthetically useful methylenecyclopentane annulation sequences.
| [Synthesis]
4-chloro-2-trimethylstannyl-1-butene is readily prepared from the commercially available butynol (1). Regioselective addition of Me3SnCu.Me2S (see Trimethylstannylcopper-Dimethyl Sulfide) to (1) provides 3-trimethylstannyl-3-buten-1-ol (2), which upon reaction with Ph3P-CCl4 in the presence of Et3N affords (3) (eq 1). This preparative sequence can be carried out on a reasonably large scale (0.2 mol) and produces overall yields of about 50%.
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| Company Name: |
Merck KGaA
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| Tel: |
21-20338288 |
| Website: |
www.sigmaaldrich.cn |
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