2-[4-(6-Methoxy-3-methyl-2-phenyl-naphthalen-1-yloxy)-benzylidene]-3-methyl-butyric acid ethyl ester → 2-[4-(6-Methoxy-3-methyl-2-phenyl-naphthalen-1-yloxy)-benzylidene]-3-methyl-butyric acid

HRID 1992975Notes

Reaction equation

HRID 1992975 reaction equation
C([O:3][C:4](=[O:36])[C:5](=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]2[C:26]3[C:21](=[CH:22][C:23]([O:27][CH3:28])=[CH:24][CH:25]=3)[CH:20]=[C:19]([CH3:29])[C:18]=2[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:12][CH:11]=1)[CH:6]([CH3:8])[CH3:7])C.CS(OC(C)CC1C=CC=C(OC)C=1)(=O)=O>>[CH3:28][O:27][C:23]1[CH:22]=[C:21]2[C:26](=[CH:25][CH:24]=1)[C:17]([O:16][C:13]1[CH:12]=[CH:11][C:10]([CH:9]=[C:5]([CH:6]([CH3:8])[CH3:7])[C:4]([OH:36])=[O:3])=[CH:15][CH:14]=1)=[C:18]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)[C:19]([CH3:29])=[CH:20]2

Participants

3

Reactant 2

HCID 685360972-[4-(6-Methoxy-3-methyl-2-phenyl-naphthalen-1-yloxy)-benzylidene]-3-methyl-butyric acid ethyl esterHCID 866166351-Methyl-2-[3-(methyloxy)phenyl]ethyl methanesulfonate

Product 1

HCID 685363952-[4-(6-Methoxy-3-methyl-2-phenyl-naphthalen-1-yloxy)-benzylidene]-3-methyl-butyric acid

Procedure

Similarly isomer (2) of 2-[4-(6-Methoxy-3-methyl-2-phenyl-naphthalen-1-yloxy)-benzylidene]-3-methyl-butyric acid ethyl ester (222-1) (0.191 g, 0.397 mmol) afforded 0.114 g (63%) of isomer (2) (223-2) of the title compound as solid. 1H NMR (400 MHz, d-CDCl3): δ 1.15 (d, J=7.0 Hz, 6H), 2.22 (s, 3H), 2.70-2.77 (m, 1H), 3.91 (s, 3H), 6.47-6.51 (m, 3H), 7.00-7.04 (m, 3H), 7.09-7.13 (m, 3H), 7.18-7.25 (m, 4H), 7.54 (s, 1H), 7.73 (d, J=9.2 Hz, 1H).

Sources & evidence

ORD record
ord-770cdcc41585473f8d2222f513645508
Source dataset
uspto-grants-2010_01
Patent number
US07649093B2

Reaction notes

Loading…