Isopropanol → HCID 58036002, compound

HRID 1663282Notes

Reaction equation

[C:1]1([CH:14]=O)[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1.[NH2:16][C:17]1[CH:29]=[CH:28][C:27]2[C:26]3[C:21](=[CH:22][C:23]([NH2:30])=[CH:24][CH:25]=3)[CH2:20][C:19]=2[CH:18]=1.[C:31](O)([C:33](F)(F)F)=O.[CH:38](O)([CH3:40])[CH3:39]>>[CH:39]1[C:33]2[CH2:31][C:13]3[C:5](=[CH:4][CH:3]=[CH:2][CH:1]=3)[C:6]=2[CH:7]=[CH:8][C:38]=1[CH:40]=[N:16][C:17]1[CH:29]=[CH:28][C:27]2[C:26]3[C:21](=[CH:22][C:23]([N:30]=[CH:14][C:1]4[CH:13]=[C:5]5[C:4]([C:10]6[CH:9]=[CH:8][CH:7]=[CH:12][C:11]=6[CH2:6]5)=[CH:3][CH:2]=4)=[CH:24][CH:25]=3)[CH2:20][C:19]=2[CH:18]=1

Participants

Reactant 4

HCID 3776Isopropanol

HCID 6422Trifluoroacetic acid

HCID 106792,7-Diaminofluorene

HCID 132957689H-Fluorene-1-carbaldehyde

Product 1

HCID 58036002HCID 58036002, compound

Procedure

Fluorenecarboxaldehyde (99 mg, 0.51 mmol) was added to 2,7-diaminofluorene (50 mg, 0.25 mmol) in anhydrous isopropanol, under an N2 atmosphere and a catalytic amount of TFA. No heating was required. The reaction was run for 12 hours. The title compound was obtained as an orange precipitate (140 mg).

Sources & evidence

ORD record: ord-4249441a2f564998ba948a26d36279e3
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08034895B2

Reaction notes

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