2-(4-TERT-BUTYL-PHENYL)-CYCLOPROPANECARBOXYLIC ACID synthesis

5synthesis methods

Product Name:2-(4-TERT-BUTYL-PHENYL)-CYCLOPROPANECARBOXYLIC ACID
CAS Number:445029-32-3
Molecular formula:C14H18O2
Molecular Weight:218.29

Cyclopropanemethanol, 2-[4-(1,1-dimethylethyl)phenyl]-

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2-(4-TERT-BUTYL-PHENYL)-CYCLOPROPANECARBOXYLIC ACID

445029-32-3
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$155.00/50mg

Yield:445029-32-3 72%

Reaction Conditions:

with dipyridinium dichromate in N,N-dimethyl-formamide; for 24 h;Molecular sieve;

Steps:

9.4

Step 4: Synthesis of 2-[4-(t-butyl)phenyl]cyclopropanecarboxylic acid; 2-[4-(t-butyl)phenyl]cyclopropylmethanol (100 mg, 0.49 mmol) was dissolved in DMF(3.0 mL), followed by adding 4A molecular sieve of PDC (220 mg, 0.59 mmol) and then stirring for one day. After the completion of the reaction, the resulting solution was diluted with ether, filtrated, concentrated under reduced pressure. The residue was EPO purified by column chromatograpy (ethyl acetate/n-hexane = 1/10) to yield 2-[4-(t- butyl)phenyl]cyclopropanecarboxylic acid (77 nig, 72%).¹H-NMR (300MHz, CDCl₃): δ 1.28 (s, 9H), 1.53-1.47 (m, IH), 1.73 (dt, IH, J= 9.2, 5.0 Hz), 2.62-2.56 (m, IH), 7.06 (d, 2H, J= 8.3 Hz), 7.33 (d, 2H, J= 8.4 Hz), 9.30 (d, IH, J = 4.8 Hz)

References:

WO2006/98554,2006,A1 Location in patent:Page/Page column 55-56

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