Trifluoroacetic acid → HCID 66797821, compound

HRID 2275938Notes

Reaction equation

[C:1]1([C:58]2[CH:63]=[CH:62][CH:61]=[CH:60][CH:59]=2)[CH:6]=[CH:5][C:4]([N:7]([C:43]2[CH:55]=[CH:54][C:53]3[C:52]4[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=4)[C:46]([CH3:57])([CH3:56])[C:45]=3[CH:44]=2)[C:8]2[CH:13]=[CH:12][C:11]([C:14]3[CH:15]=[C:16]4[C:24](=[CH:25][CH:26]=3)[N:23](C(OC(C)(C)C)=O)[C:22]3[CH:21]=[C:20]5[C:34]([CH3:42])([CH3:41])[C:35]6[C:40]([C:19]5=[CH:18][C:17]4=3)=[CH:39][CH:38]=[CH:37][CH:36]=6)=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.C1(OC)C=CC=CC=1.FC(F)(F)C(O)=O.[OH-].[Na+]>ClCCl>[C:1]1([C:58]2[CH:59]=[CH:60][CH:61]=[CH:62][CH:63]=2)[CH:2]=[CH:3][C:4]([N:7]([C:8]2[CH:9]=[CH:10][C:11]([C:14]3[CH:15]=[C:16]4[C:24](=[CH:25][CH:26]=3)[NH:23][C:22]3[CH:21]=[C:20]5[C:34]([CH3:41])([CH3:42])[C:35]6[C:40]([C:19]5=[CH:18][C:17]4=3)=[CH:39][CH:38]=[CH:37][CH:36]=6)=[CH:12][CH:13]=2)[C:43]2[CH:55]=[CH:54][C:53]3[C:52]4[C:47](=[CH:48][CH:49]=[CH:50][CH:51]=4)[C:46]([CH3:56])([CH3:57])[C:45]=3[CH:44]=2)=[CH:5][CH:6]=1

Participants

Conditions

Temperature: 40 °C

Procedure

20.0 g (24.4 mmol) of tert-butyl 7-{4-[biphenyl-4-yl-(9,9-dimethyl-9H-fluoren-2-yl)amino]phenyl}-12,12-dimethyl-12H-10-azaindeno[2,1-b]fluorene-10-carboxylate are dissolved in 250 ml of dichloromethane and 2.65 ml (24.4 mmol) of anisole, and 5.4 ml of trifluoroacetic acid are subsequently added. The mixture is stirred at 40° C. for 3 h and, when the reaction is complete, neutralised by means of ice-water and 20% NaOH solution. The mixture is extracted with dichloromethane, dried and purified by recrystallisation from toluene/heptane, giving 15.7 g (89%) of the product as a white solid.

Workup

extractionThe mixture is extracted with dichloromethane
customdried
custompurified by recrystallisation from toluene/heptane

Sources & evidence

ORD record: ord-2960bd107cfc43cb81a2206628e03a99
Source dataset: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09126970B2

Reaction notes

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