Chlorotrimethylsilane → [(1-Ethyl-1-propen-1-yl)oxy]trimethylsilane
Reaction equation
[CH3:1][Si:2]([CH3:5])([CH3:4])Cl.[CH2:6]([C:8]([CH2:10][CH3:11])=[O:9])[CH3:7]>>[CH3:1][Si:2]([CH3:5])([CH3:4])[O:9][C:8]([CH2:10][CH3:11])=[CH:6][CH3:7]Participants
3
Procedure
From reaction between diethylketone and trimethylchlorosilane to form 3-trimethylsilyloxy-2-pentene (1.2.4.17). This product was reacted with 1-fluoro-pyridinium triflate (1.2.4.5) to obtain 2-fluoro-3-pentanone (1.2.4.9). After bromination with pyridinium bromide followed by reduction using diborane 2-fluoro-4-bromopentane-3-ol (1.2.4.18) was obtained. Reaction of this product with sodium methylate yielded the title compound (1.2.4.16).
Sources & evidence
- ORD record
- ord-30159976a8ee4e9f93a3fe9f35ed1325
- Source dataset
- uspto-grants-2005_04
- Patent number
- US06881732B2
Reaction notes
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