(4-Aminophenoxy)benzene → HCID 86617156, compound

HRID 606554Notes

Reaction equation

HRID 606554 reaction equation
[F:1][B-:2]([F:5])([F:4])[F:3].[C:6]1([C:12]2[CH:17]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:15]=[C:14]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[O+]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[O:30]([C:37]1[CH:43]=[CH:42][C:40]([NH2:41])=[CH:39][CH:38]=1)[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>C(O)C>[F:1][B-:2]([F:5])([F:4])[F:3].[O:30]([C:37]1[CH:38]=[CH:39][C:40]([N+:41]2[C:14]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:15][C:16]([C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=3)=[CH:17][C:12]=2[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[CH:42][CH:43]=1)[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 8764(4-Aminophenoxy)benzeneHCID 9930615Pyrylium, 2,4,6-triphenyl-, tetrafluoroborate(1-)

Product 1

HCID 86617156HCID 86617156, compoundYield 95.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 1 L round-bottom flask equipped with a condenser was charged with 2,4,6-triphenyl-pyrylium tetrafluoroborate (50.0 g, 0.126 mole), 4-phenoxyaniline (25.7 g, 0.138 mole) and ethanol (400 mL). The resulting solution was magnetically stirred and refluxed under nitrogen atmosphere for 6 hours. The solution was cooled to room temperature, the condensation product precipitate out as cream color crystal. The crystal was collected by filtration and dried in vacuum oven (100° C.) to give the desired product (68 g, 95% yield). Mp=201.7 C

Workup

  1. customA 1 L round-bottom flask equipped with a condenser
  2. temperaturerefluxed under nitrogen atmosphere for 6 hours
  3. filtrationThe crystal was collected by filtration
  4. customdried in vacuum oven (100° C.)

Sources & evidence

ORD record
ord-45070ea5df3747eaa6586ca3b1dae378
Source dataset
uspto-grants-2011_03
Patent number
US07915332B2

Reaction notes

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