N,N,N',N'-tetraallyl-9-oxo-fluorene-2,7-dicarboxamide → 2,7-Bis(piperidinomethyl)fluoren-9-ol

HRID 1576968Notes

Reaction equation

HRID 1576968 reaction equation
[N:1]1([C:7]([C:9]2[CH:21]=[CH:20][C:19]3[C:18]4[C:13](=[CH:14][C:15]([C:22]([N:24]5[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]5)=O)=[CH:16][CH:17]=4)[C:12](=[O:30])[C:11]=3[CH:10]=2)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC=C)C(C1C=CC2C3C(=CC(C(N(CC=C)CC=C)=O)=CC=3)C(=O)C=2C=1)=O)C=C.C(N(CC)C(C1C=CC2C3C(=CC(C(N(CC)CC)=O)=CC=3)C(=O)C=2C=1)=O)C>>[N:1]1([CH2:7][C:9]2[CH:21]=[CH:20][C:19]3[C:18]4[C:13](=[CH:14][C:15]([CH2:22][N:24]5[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]5)=[CH:16][CH:17]=4)[CH:12]([OH:30])[C:11]=3[CH:10]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 21509984N,N,N',N'-tetraallyl-9-oxo-fluorene-2,7-dicarboxamideHCID 21509986HCID 21509986, compoundHCID 215099982,7-Bis(piperidinocarbonyl)fluoren-9-one

Product 1

HCID 215099632,7-Bis(piperidinomethyl)fluoren-9-ol

Procedure

Following essentially the same procedure but substituting an equivalent molar amount of 2,7-bis(piperidinocarbonyl)fluoren-9-one and N,N,N',N'-tetraallyl-9-oxo-fluorene-2,7-dicarboxamide for the N,N,N',N'-tetraethyl-9-oxofluorene-2,7-dicarboxamide above, results in the formation of 2,7-bis(piperidinomethyl)fluoren-9-ol, having a m.p. of 152.5°-3.5°C,λmax0.1N HCl 231, and E 1cm1% 688, and 2,7-bis(diallylaminomethyl)fluoren-9-ol hydrochloride, respectively, having a m.p. 220.5°-1.5°C, λmax0.1N HCl 282, and E cm1% 531.

Sources & evidence

ORD record
ord-7a4b3d4b82054222a2764070f8f9a7b2
Source dataset
uspto-grants-1976_09
Patent number
US03983124

Reaction notes

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