ChemicalBook CAS DataBase List 4-(trifluoromethyl)bicyclo[2.2.2]octane-1-carboxylic acid

4-(trifluoromethyl)bicyclo[2.2.2]octane-1-carboxylic acid synthesis

5synthesis methods

Product Name:4-(trifluoromethyl)bicyclo[2.2.2]octane-1-carboxylic acid
CAS Number:14234-09-4
Molecular formula:C10H13F3O2
Molecular Weight:222.2

4-methoxybicyclo[2.2.2]octane-1-carboxylic acid

773-34-2
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4-(trifluoromethyl)bicyclo[2.2.2]octane-1-carboxylic acid

14234-09-4
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Yield:-

Steps:

Multi-step reaction with 3 steps
1: 35 percent Spectr_. / sulfur tetrafluoride / 48 h / 150 °C
2: 48 percent / iodotrimethylsilane / CH₂Cl₂ / 120 h / Ambient temperature
3: 1.) t-BuLi / 1.) pentane, Et₂O, from -100 deg C to -80 deg C, 15 min, 2.) pentane, Et₂O, -100 deg C

References:

Adcock, William;Kok, Gaik B. [Journal of Organic Chemistry,1985,vol. 50,# 7,p. 1079 - 1087]