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

HRID 542349Notes

Reaction equation

HRID 542349 reaction equation
[Cl-].[Cl:2][C:3]1[C:4]([CH3:31])=[C:5]([C:26]([CH3:30])=[CH:27][C:28]=1[CH3:29])[CH2:6][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[CH2:32]([O:34][C:35](=[O:46])[CH:36]=[C:37]([CH3:45])[CH:38]=[CH:39][CH:40]=[C:41]([CH:43]=O)[CH3:42])[CH3:33]>>[CH2:32]([O:34][C:35](=[O:46])[CH:36]=[C:37]([CH3:45])[CH:38]=[CH:39][CH:40]=[C:41]([CH3:43])[CH:42]=[CH:6][C:5]1[C:26]([CH3:30])=[CH:27][C:28]([CH3:29])=[C:3]([Cl:2])[C:4]=1[CH3:31])[CH3:33]

Participants

3

Reactant 2

HCID 54295620Ethyl 3,7-dimethyl-8-oxoocta-2,4,6-trienoateHCID 867358973-Chloro-2,4,6-trimethyl-benzyl-triphenylphosphonium chloride

Product 1

HCID 1898169-(3-Chloro-2,4,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl ester

Procedure

3-chloro-2,4,6-trimethyl-benzyl-triphenyl-phosphonium chloride is condensed with 7-formyl-3-methyl-octa-2,4,6-trien-1-oic acid ethyl ester to produce 9-(3-chloro-2,4,6-trimethyl-phenyl)-3,7-dimethyl-nona-2,4,6,8-tetraen-1-oic acid ethyl ester, m.p.: 84°-85° C.

Sources & evidence

ORD record
ord-5c21b56fd73046fab7f5db97e2a32dbc
Source dataset
uspto-grants-1987_04
Patent number
US04656310

Reaction notes

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