HCID 21192649, compound → HCID 11783886, compound

HRID 1067305Notes

Reaction equation

HRID 1067305 reaction equation
[CH3:1]/[C:2](/[C:19]1[CH:24]=[C:23]([O:25][CH3:26])[CH:22]=[C:21]([O:27][CH3:28])[CH:20]=1)=[C:3](\[C:15]([O:17][CH3:18])=[O:16])/[C:4](/[C:12]([OH:14])=[O:13])=[CH:5]\[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.CC(C)([O-])C.[K+]>C(O)(C)(C)C>[CH3:1]/[C:2](/[C:19]1[CH:20]=[C:21]([O:27][CH3:28])[CH:22]=[C:23]([O:25][CH3:26])[CH:24]=1)=[C:3](\[C:15]([O:17][CH3:18])=[O:16])/[C:4](/[C:12]([OH:14])=[O:13])=[CH:5]\[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1.[CH3:1]/[C:2](/[C:19]1[CH:20]=[C:21]([O:27][CH3:28])[CH:22]=[C:23]([O:25][CH3:26])[CH:24]=1)=[C:3](/[C:15]([O:17][CH3:18])=[O:16])\[C:4](\[C:12]([OH:14])=[O:13])=[CH:5]/[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 2

HCID 21192649HCID 21192649, compoundHCID 23665647Potassium tert-butoxide

Product 2

HCID 11783886HCID 11783886, compoundHCID 21192649HCID 21192649, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

(1E,3E)-1-Methyl-1-(3,5-dimethoxyphenyl)-2-methoxycarbonyl-3-carboxy-4-phenylbutadiene (114 g) obtained in Example 145-(1) is suspended in tert-butyl alcohol, and thereto is added potassium tert-butoxide (40.1 g), and the mixture is stirred. The reaction mixture is allowed to cool to room temperature, and further stirred for two hours. The reaction mixture is treated in the same manner as in Example 145 to give (1E,3E)-1-methyl-1-(3,5-dimethoxyphenyl)-2-methoxycarbonyl-3-carboxy-4-phenylbutadiene (the same compound as the compound of Example 135) (32 g) and (1Z,3E)-1-methyl-1-(3,5-dimethoxyphenyl)-2-methoxycarbonyl-3-carboxy-4-phenylbutadiene (the same compound as the compound of Example 121) (61.5 g).

Workup

  1. stirringfurther stirred for two hours
  2. additionThe reaction mixture is treated in the same manner as in Example 145

Sources & evidence

ORD record
ord-903c07e8d8b4417394fb1242aa5e8eb2
Source dataset
uspto-grants-2001_06
Patent number
US06248743B1

Reaction notes

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