HCID 68210359, compound → HCID 86676999, compound

HRID 1473736Notes

Reaction equation

HRID 1473736 reaction equation
[CH2:1]([N:3]1[C:15]2[CH:14]=[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([O:28][CH3:29])[CH:23]=3)[CH:12]=[CH:11][C:10]=2[C:9]2[C:4]1=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH3:2]>ClCCl>[CH2:1]([N:3]1[C:15]2[CH:14]=[C:13]3[C:16]4[C:17]([C:22]5[CH:23]=[C:24]([O:28][CH3:29])[CH:25]=[CH:26][C:27]=5[C:12]3=[CH:11][C:10]=2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]1=2)=[CH:18][CH:19]=[CH:20][CH:21]=4)[CH3:2]

Participants

3

Reactant 1

HCID 68210359HCID 68210359, compound

Product 1

HCID 86676999HCID 86676999, compoundYield 64.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3.90 g (10.34 mmol) of 9-ethyl-2-(3′-methoxybiphenyl-2-yl)carbazole was dissolved in 50 ml of dichloromethane 50 ml, and 3.52 g (21.71 mmol) of FeCl3 was slowly put thereinto at normal temperature and agitated for 12 hours. After agitation, 3.52 g (21.71 mmol) of FeCl3 was further put thereinto and agitated for 1 hour. After the reaction was finished, quenching was performed by distilled water and ethanol, the organic layer was separated, filtering was performed by silica gel, and the column was used at a ratio of hexane:MC=7:3 (v/v) to obtain 2.5 g of 10-ethyl-3-methoxy-10H-phenanthro[9,10-b]carbazole (yield 64%).

Workup

  1. stirringagitated for 1 hour
  2. customquenching
  3. distillationby distilled water and ethanol
  4. customthe organic layer was separated
  5. filtrationfiltering

Sources & evidence

ORD record
ord-bbb75355c18e4f17881740552c5e46a6
Source dataset
uspto-grants-2015_04
Patent number
US09017829B2

Reaction notes

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