Ethyl 3,7-dimethyl-8-oxoocta-2,4,6-trienoate → 9-(4-Methoxy-2,6-dimethyl-3-ethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl ester

HRID 2058346Notes

Reaction equation

HRID 2058346 reaction equation
[Cl-].[CH3:2][O:3][C:4]1[CH:29]=[C:28]([CH3:30])[C:7]([CH2:8][P+](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[C:6]([CH3:31])[C:5]=1[CH2:32][CH3:33].[CH2:34]([O:36][C:37](=[O:48])[CH:38]=[C:39]([CH3:47])[CH:40]=[CH:41][CH:42]=[C:43]([CH:45]=O)[CH3:44])[CH3:35]>>[CH2:34]([O:36][C:37](=[O:48])[CH:38]=[C:39]([CH3:47])[CH:40]=[CH:41][CH:42]=[C:43]([CH3:45])[CH:44]=[CH:8][C:7]1[C:28]([CH3:30])=[CH:29][C:4]([O:3][CH3:2])=[C:5]([CH2:32][CH3:33])[C:6]=1[CH3:31])[CH3:35]

Participants

3

Reactant 2

HCID 54295620Ethyl 3,7-dimethyl-8-oxoocta-2,4,6-trienoateHCID 867359054-Methoxy-2,6-dimethyl-3-ethyl-benzyl-triphenyl-phosphonium chloride

Product 1

HCID 542385809-(4-Methoxy-2,6-dimethyl-3-ethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl ester

Procedure

4-methoxy-2,6-dimethyl-3-ethyl-benzyl-triphenyl-phosphonium chloride is condensed with 7-formyl-3-methyl-octa-2,4,6-trien-1-oic acid ethyl ester to produce 9-(4-methoxy-2,6-dimethyl-3-ethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl ester which is converted by the procedure of Example 7 to form 9-(4-methoxy-2,6-dimethyl-3-ethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid, m.p.: 197°-198° C.

Sources & evidence

ORD record
ord-b8885b6509854f1ebad393bf80c16430
Source dataset
uspto-grants-1980_07
Patent number
US04215215

Reaction notes

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