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Methanol → HCID 86625202, compound

HRID 2356169
Notes
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Reaction equation

HRID 2356169 reaction equation
[CH2:1]([O:7][C:8]1[CH:9]=[C:10]([C:21]2[CH:26]=[CH:25][C:24]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])=[C:23]([O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])[CH:22]=2)[CH:11]=[CH:12][C:13]=1[O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[Br:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][C:58]1[CH:63]=[CH:62][CH:61]=[CH:60][C:59]=1[O:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH3:70].CO>C(Cl)Cl>[Br:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][C:58]1[C:59]([O:64][CH2:65][CH2:66][CH2:67][CH2:68][CH2:69][CH3:70])=[CH:60][C:61]2[C:26]3[C:21](=[CH:22][C:23]([O:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH3:40])=[C:24]([O:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH3:33])[CH:25]=3)[C:10]3[C:11](=[CH:12][C:13]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[C:8]([O:7][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH3:6])[CH:9]=3)[C:62]=2[CH:63]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 887MethanolHCID 14937397HCID 14937397, compoundHCID 68419400HCID 68419400, compound

Product 1

HCID 86625202HCID 86625202, compoundYield 988%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 40 mL of methylene chloride, 5.70 g (10 mmol) of 3,3′,4,4′-tetrakishexyloxybiphenyl and 15.3 g (31 mmol) of 1-(16-bromohexadecyl)-2-hexyloxybenzene were dissolved. Under argon, 10.0 g (62 mmol) of FeCl3 was added to the solution, and the solution was stirred at ambient temperature for three hours. The resulting reaction mixture was put into 800 mL of methanol and filtered to obtain 102 g of a solid. The solid was purified by silica-gel column chromatography to obtain a yellow solid. The yellow solid was recrystallized from ethanol and 8.2 g of a white solid was obtained.

Workup

  1. customThe resulting reaction mixture
  2. filtrationfiltered

Sources & evidence

ORD record
ord-d18d8fd483bb4d80953d6c9e592e791c
Source dataset
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07758932B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes