4-propan-2-ylphenol

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-(2-Benzyloxy-5-isopropylphenyl)-1,1,1-trifluoro-4-methylpentan-2-one was prepared from 4-isopropylphenol in the same manner as described in the synthesis of 4-(2-benzyloxy-5-tert-butylphenyl)-1,1,1-trifluoro-4-methylpentan-2-one.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To a solution of 4-isopropylphenol (20.4 g.) in 30 ml of dimethylformamide was added slowly a slurry of sodium hydride, 60% in mineral oil (6.0 g.) in 150 ml of dimethylformamide. When the reaction was complete, 8.5 g. of 4,4'-dibromobenzophenone and 1.0 g. dendritic copper powder were added and the reaction mixture heated to reflux and held at reflux for 24 hours. The solvent was removed under vacuum and the residue poured into ice-water. The crude product was recrystallized from ethanol to give the desired compound, mp 104-105° C. Structure was confirmed by IR, NMR, C-13 NMR and MS. the reaction mixture heated to reflux at reflux for 24 hours The solvent was removed under vacuum the residue poured into ice-water The crude product was recrystallized from ethanol

Conditions: temp:90.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A mixture of 4-isopropylphenol (16.3 g), 4-chloronitrobenzene (15.8 g), dimethylsulfoxide (150 ml) and potassium hydroxide (5.6 g) was stirred at 90° C. for 48 hours. The reaction solution was poured into ice-water (500 ml), and extracted with ethyl acetate (250 ml), washed (3 times) with water, and d ried over anhydrous magnesium sulfate. The solvent was concentrated under reduced pressure to give 4-(4-isopropylphenoxy)nitrobenzene (29.6 g). Further, it was dissolved in ethanol (300 ml), and thereto was added 5 % palladium/carbon (2.9 g) and the mixture was subjected to catalytic reduction at room temperature for 18 hours. The catalyst was filtered off and the filtrate was concentrated under reduced pressure to give 4-(4-isopropylphenoxy)aniline (24.6 g). extracted with ethyl acetate (250 ml) washed (3 times) with water The solvent was concentrated under reduced pressure