ChemicalBook CAS DataBase List 5,7-Dihydro-7,7-dimethyl-indeno[2,1-b]carbazole

5,7-Dihydro-7,7-dimethyl-indeno[2,1-b]carbazole synthesis

10synthesis methods

Product Name:5,7-Dihydro-7,7-dimethyl-indeno[2,1-b]carbazole
CAS Number:1257220-47-5
Molecular formula:C21H17N
Molecular Weight:283.37

28320-31-2 Synthesis

28320-31-2
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95-51-2
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5,7-Dihydro-7,7-dimethyl-indeno[2,1-b]carbazole

1257220-47-5
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$23.00/250mg

Yield:1257220-47-5 77.6%

Reaction Conditions:

with tris-(dibenzylideneacetone)dipalladium⁽⁰⁾;potassium tert-butylate;tri tert-butylphosphoniumtetrafluoroborate in 5,5-dimethyl-1,3-cyclohexadiene for 18 h;Inert atmosphere;Reflux;

Steps:

2 This example is the synthesis of 7,7-dimethyl-5,7-dihydroindole [2,1-b]carbazole,The specific process is as follows:
9.9-Dimethyl-2-bromoindole was sequentially introduced into a dry 5L four-necked flask.273.2 g (1.0 mol, 99%, 1.0 eq.),O-chloroaniline153.1 g (1.2 mol, 99%, 1.2 eq.),Pd2dba3 catalyst4.58g (0.005mol, 97%, 0.5% eq.),t-Bu3PHBF4 ligand 2.9 g (0.01 mol, 99%, 1% eq.),Potassium tert-butoxide 224.4g (2mol, 98%, 2.0eq.) and xylene 2.8kg,Nitrogen was replaced three times and heated under reflux for 18 h under nitrogen.The reaction of the reaction, 9,9-dimethyl-2-bromoindole, was completely converted by TLC.After the reaction was completed, the temperature was lowered to room temperature, and quenched by adding 500 g of ice water, stirred for 1 hour, and layered.The organic phase is retained; the organic phase is washed twice with 2*250g water;The organic phase is concentrated to recover the solvent xylene; a brown red viscous liquid is obtained.Recrystallization from dichloromethane and n-hexane afforded 219.9 g of pale yellow solid.The yield was 77.6%.

References:

Tsingtao Ocean Bio-pharmaceutical Institute Co., Ltd.;Li Yu;Tian Shuai;Tang Yu CN109824576, 2019, A Location in patent:Paragraph 0030-0034

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