ChemicalBook CAS DataBase List 3,6-BIS(TERT-BUTYL)CARBAZOLE

3,6-BIS(TERT-BUTYL)CARBAZOLE synthesis

7synthesis methods

Product Name:3,6-BIS(TERT-BUTYL)CARBAZOLE
CAS Number:37500-95-1
Molecular formula:C20H25N
Molecular Weight:279.42

507-20-0 Synthesis

507-20-0
357 suppliers
$13.00/25mL

86-74-8 Synthesis

86-74-8
318 suppliers
$10.00/5g

7646-85-7 Synthesis

7646-85-7
532 suppliers
$10.00/25ml

37500-95-1
232 suppliers
$6.00/1g

Yield:37500-95-1 45%

Reaction Conditions:

in nitromethane;water

Steps:

P.1 Synthesis of -3,6-di-tert-butylcarbazole (YZ-I-1)
Preparative Example 1 Synthesis of -3,6-di-tert-butylcarbazole (YZ-I-1) To a solution of carbazole (6.6 g, 39.5 mmol) and zinc (II) chloride (16.2 g, 118.8 mmol) in nitromethane (100.0 ml) was added dropwise 2-chloro-2-methylpropane (11.1 g, 120.0 mmol) under nitrogen atmosphere and stirring. The addition of 2-chloro-2-methylpropane was carried out over a 15 minute period. The mixture was stirred at room temperature for 24 hours. Water (100.0 ml) was then added. The product was extracted with dichloromethane (3*60.0 ml). The organic layer was washed with water (3*100.0 ml), and then dried with MgSO₄, and dichloromethane was evaporated under vacuum. The product was purified by recrystallization from hot hexane to afford a white product crystal in the amount of 5.0 g (in 45.0% yield). ¹H NMR (CDCl₃): δ 8.06 (d, 2H_Cz, J=1.6 Hz), 7.83 (s, br, 1H, NH), 7.45 (dd, 2H_Cz, J₁=8.8 Hz, J₂=1.6 Hz), 7.30 (d, 2H_Cz, J=8.8 Hz), 1.45 (s, 18H, 9*CH₃). ¹³C NMR (CDCl₃): δ 142.04, 137.84, 123.38, 123.18, 116.06, 109.88, 24.78, 32.13.