Water → N,N-bis[4''-(N-phenyl-1-naphthylamino)-p-terphenyl-4-yl]amine

HRID 31953

Reaction equation

HRID 31953 reaction equation
[C:1]1([N:7]([C:65]2[C:74]3[C:69](=[CH:70][CH:71]=[CH:72][CH:73]=3)[CH:68]=[CH:67][CH:66]=2)[C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:19]=[CH:18][C:17]([C:20]4[CH:25]=[CH:24][C:23]([N:26]([C:30]5[CH:35]=[CH:34][C:33]([C:36]6[CH:41]=[CH:40][C:39]([C:42]7[CH:47]=[CH:46][C:45]([N:48]([C:55]8[C:64]9[C:59](=[CH:60][CH:61]=[CH:62][CH:63]=9)[CH:58]=[CH:57][CH:56]=8)[C:49]8[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=8)=[CH:44][CH:43]=7)=[CH:38][CH:37]=6)=[CH:32][CH:31]=5)C(=O)C)=[CH:22][CH:21]=4)=[CH:16][CH:15]=3)=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].C(C1C=CC=CC=1CC)C.O>CCCCCC>[C:1]1([N:7]([C:65]2[C:74]3[C:69](=[CH:70][CH:71]=[CH:72][CH:73]=3)[CH:68]=[CH:67][CH:66]=2)[C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:15]=[CH:16][C:17]([C:20]4[CH:21]=[CH:22][C:23]([NH:26][C:30]5[CH:31]=[CH:32][C:33]([C:36]6[CH:41]=[CH:40][C:39]([C:42]7[CH:47]=[CH:46][C:45]([N:48]([C:55]8[C:64]9[C:59](=[CH:60][CH:61]=[CH:62][CH:63]=9)[CH:58]=[CH:57][CH:56]=8)[C:49]8[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=8)=[CH:44][CH:43]=7)=[CH:38][CH:37]=6)=[CH:34][CH:35]=5)=[CH:24][CH:25]=4)=[CH:18][CH:19]=3)=[CH:10][CH:9]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 962WaterHCID 86571,2-DiethylbenzeneHCID 14797Potassium HydroxideHCID 59793205N,N-bis[4''-(N-phenyl-1-naphthylamino)-p-terphenyl-4-yl]acetamide

Product 1

HCID 59793193N,N-bis[4''-(N-phenyl-1-naphthylamino)-p-terphenyl-4-yl]amineYield 85.5%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Charged were N,N-bis[4″-(N-phenyl-1-naphthylamino)-p-terphenyl-4-yl]acetamide 82.0 g, a 50% potassium hydroxide aqueous solution 39 g and diethylbenzene 100 ml, and the mixture was heated and refluxed for 3 days. After finishing the reaction, the mixture was left cooling down, and water 100 ml and hexane 500 ml were added thereto. The brown solid matter deposited was filtered off and dried under reduced pressure to obtain 67 g of N,N-bis[4″-(N-phenyl-1-naphthylamino)-p-terphenyl-4-yl]amine.

Workup

  1. additionCharged
  2. temperaturerefluxed for 3 days
  3. customthe reaction
  4. waitthe mixture was left
  5. temperaturecooling down
  6. filtrationThe brown solid matter deposited was filtered off
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-86bb213d299e42d6ac8e1d5218b776b3
Source dataset
uspto-grants-2008_09
Patent number
US07425654B2

Linked notes

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