Reaction SMILES: CS([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[C:20]3[NH:24][C:23]([C:25]([C:97]4[CH:102]=[C:101]([O:103][CH2:104][CH2:105][CH2:106][CH2:107][CH2:108][CH3:109])[C:100]([O:110][CH2:111][CH2:112][CH2:113][CH2:114][CH2:115][CH3:116])=[C:99]([O:117][CH2:118][CH2:119][CH2:120][CH2:121][CH2:122][CH3:123])[CH:98]=4)=[C:26]4[N:96]=[C:29]([C:30]([C:69]5[CH:74]=[C:73]([O:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH3:81])[C:72]([O:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH3:88])=[C:71]([O:89][CH2:90][CH2:91][CH2:92][CH2:93][CH2:94][CH3:95])[CH:70]=5)=[C:31]5[NH:68][C:34](=[C:35]([C:41]6[CH:46]=[C:45]([O:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[C:44]([O:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH3:60])=[C:43]([O:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH3:67])[CH:42]=6)[C:36]6[CH:37]=[CH:38][C:39]=2[N:40]=6)[CH:33]=[CH:32]5)[CH:28]=[CH:27]4)=[CH:22][CH:21]=3)=[CH:15][CH:14]=1)(=O)=O.[C:124]([O-])(=O)[CH:125]=[CH:126][CH3:127].[Na+].O>C1COCC1>[CH2:127]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[C:20]3[NH:24][C:23]([C:25]([C:97]4[CH:102]=[C:101]([O:103][CH2:104][CH2:105][CH2:106][CH2:107][CH2:108][CH3:109])[C:100]([O:110][CH2:111][CH2:112][CH2:113][CH2:114][CH2:115][CH3:116])=[C:99]([O:117][CH2:118][CH2:119][CH2:120][CH2:121][CH2:122][CH3:123])[CH:98]=4)=[C:26]4[N:96]=[C:29]([C:30]([C:69]5[CH:74]=[C:73]([O:75][CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH3:81])[C:72]([O:82][CH2:83][CH2:84][CH2:85][CH2:86][CH2:87][CH3:88])=[C:71]([O:89][CH2:90][CH2:91][CH2:92][CH2:93][CH2:94][CH3:95])[CH:70]=5)=[C:31]5[NH:68][C:34](=[C:35]([C:41]6[CH:46]=[C:45]([O:47][CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH3:53])[C:44]([O:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH3:60])=[C:43]([O:61][CH2:62][CH2:63][CH2:64][CH2:65][CH2:66][CH3:67])[CH:42]=6)[C:36]6[CH:37]=[CH:38][C:39]=2[N:40]=6)[CH:33]=[CH:32]5)[CH:28]=[CH:27]4)=[CH:22][CH:21]=3)=[CH:15][CH:14]=1)[CH2:126][CH:125]=[CH2:124]
Reactant: CC=CC(=O)[O-]
Reactant: CCCCCCOc1cc(-c2c3nc(c(-c4cc(OCCCCCC)c(OCCCCCC)c(OCCCCCC)c4)c4ccc([nH]4)c(-c4cc(OCCCCCC)c(OCCCCCC)c(OCCCCCC)c4)c4nc(c(-c5ccc(OCCCCCCOS(C)(=O)=O)cc5)c5ccc2[nH]5)C=C4)C=C3)cc(OCCCCCC)c1OCCCCCC
Agent: [Na+]
Solvent: O
Solvent: C1CCOC1
Product: C=CCCOCCCCCCOc1ccc(-c2c3nc(c(-c4cc(OCCCCCC)c(OCCCCCC)c(OCCCCCC)c4)c4ccc([nH]4)c(-c4cc(OCCCCCC)c(OCCCCCC)c(OCCCCCC)c4)c4nc(c(-c5cc(OCCCCCC)c(OCCCCCC)c(OCCCCCC)c5)c5ccc2[nH]5)C=C4)C=C3)cc1

Procedure:
5-[4-(6-Methanesulfonyloxy-hexyloxy)-phenyl]-10,15,20-tris3,4,5-trihexyloxy-phenyl)-porphyrin (573mg, 0.33mmol, see Example 43) was heated to reflux in dry THF (20 ml). A solution of sodium butenoate (NaH (excess) in 3-buten-1-ol (1 equiv.)) was added causing the reaction mixture to turn deep green. The reaction was heated at reflux until the reaction was complete (ca. 3-5 hours). The mixture was cooled, water was added and the solution was extracted with diethyl ether. The organic phase was washed with brine, dried over MgSO4, filtered and the filtrate evaporated under reduced pressure. Column chromatography on silica gel with petroleum ether (b.p. 40-60° C.):THF (10:1 by volume) yielded the title compound.