Perylene → 7-(3-Perylenoyl)heptanoic acid methyl ester

HRID 501894

Reaction equation

HRID 501894 reaction equation
COC(=O)C([C:10]([C:12]1[C:29]2=[C:30]3[C:19](C4C5C(=[CH:25][CH:26]=[CH:27][C:28]2=5)C=CC=4)=[CH:18][CH:17]=[CH:16][C:15]3=[CH:14][CH:13]=1)=[O:11])CCCCC.[CH3:33][O:34][C:35](=[O:60])[CH:36]([C:38]([C:40]1C2=C3C(C4C5C(=CC=CC2=5)C=CC=4)=CC=C[C:43]3=[CH:42][CH:41]=1)=O)C.[Cl-].COC(=O)CCC[CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][C:73](O)=O.C1C2=C3C(C4C5C(=CC=CC2=5)C=CC=4)=CC=CC3=CC=1>>[CH3:33][O:34][C:35](=[O:60])[CH2:36][CH2:38][CH2:40][CH2:41][CH2:42][CH2:43][C:10]([C:12]1[CH:13]=[CH:14][C:15]2[C:16]3[CH:17]=[CH:18][CH:19]=[C:68]4[C:69]=3[C:70]([C:25]3[C:30]=2[C:29]=1[CH:28]=[CH:27][CH:26]=3)=[CH:71][CH:72]=[CH:73]4)=[O:11]

Participants

5

Procedure

The synthesis and purification of perylenoylheptanoic acid methyl ester was achieved as described for perylenoyl propanoic acid methyl ester starting from sebacic acid monomethyl ester chloride and perylene. Yield 73.7%. Rf 0.23 (system 1). 1H-NMR (CDCl3) (δ, ppm): 1.43 (m, 4H, 4-CH2, 5-CH2), 1.67 (m, 2H, 3-CH2), 1.82 (m, 2H, 6-CH2), 2.32 (t, 2H, Ja,b=J2,3 7.42 Hz, 2-CH2), 3.05 (t, 2H, Ja,b=J6,7 7.35 Hz, 7-CH2), 3.69 (s, 3H, CH3), 7.43-7.64 (m, 3H, Ar), 7.74 (t, 2H, J 8.26 Hz, Ar), 7.84 (d, 1H, J 7.92 Hz, Ar), 8.13-8.30 (m, 4H, Ar), 8.48 (d, 1H, J 7.54 Hz, Ar).

Sources & evidence

ORD record
ord-1f5d0b644e494508a166f1b9941fe5da
Source dataset
uspto-grants-2010_08
Patent number
US07772402B2

Linked notes

Loading…