ChemicalBook CAS DataBase List 4-(4-methoxyphenyl)cyclohexanone

4-(4-methoxyphenyl)cyclohexanone synthesis

12synthesis methods

Product Name:4-(4-methoxyphenyl)cyclohexanone
CAS Number:5309-16-0
Molecular formula:C13H16O2
Molecular Weight:204.26

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Yield:5309-16-0 100%

Reaction Conditions:

with potassium carbonate in lithium hydroxide monohydrate;propan-2-one;

Steps:

2 Preparation of Fmoc-1-amino-4-(4-methoxyphenyl)cyclohexane-1-carboxylic acid (Fmoc-4-MeOApc-OH)

EXAMPLE 2 Preparation of Fmoc-1-amino-4-(4-methoxyphenyl)cyclohexane-1-carboxylic acid (Fmoc-4-MeOApc-OH) A solution of 4-(4-hydroxyphenyl)cyclohexanone (5.0 g, 26.3 mmol) in acetone (100 mL) was treated with K₂CO₃ (14.5 g, 105 mmol, 4 equiv) and iodomethane (4.9 mL, 11.2 g, 78.6 mmol, 3 equiv.). The reaction was heated at 65° C. overnight. After the solvent was removed, the residue was treated with H2O and extracted with EtOAc. The organic extracts were combined and washed with brine, dried over Na₂SO₄ and concentrated in vacuum to give the spectroscopically pure 4-(4-methoxyphenyl)cyclohexanone (5.34 g, 100%). ¹H-NMR(CDCl₃) 7.16 (dt, 2H), 6.87 (dt, 2H), 3.78 (s, 3H), 2.99 (tt, 1H), 2.47-2.53 (m, 4H), 2.20 (m, 2H) and 1.83-1.98 (m, 2H); MS (electrospray) m/e, 205 (M+1)⁺, Calcd for C₁₃H₁₆O₂, 204.