Sodium Bicarbonate → sodium (E)-7-(3-pyridyl)-7-phenyl-6-heptenoate

HRID 4520Notes

Reaction equation

HRID 4520 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3](/[C:7](/[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:8]/[CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH:2]=1.C(=O)([O-])O.[Na+:26]>O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3](/[C:7](/[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:8]/[CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O-:15])=[O:14])[CH:2]=1.[Na+:26]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 5284442Isbogrel

Product 1

HCID 86742001sodium (E)-7-(3-pyridyl)-7-phenyl-6-heptenoateYield 55.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

(E)-7-(3-pyridyl)-7-phenyl-6-heptenoic acid (Ia-4) (500 mg) and sodium hydrogen carbonate (160 mg) were added to water (5 ml) to make a homogeneous solution. The solution was concentrated under reduced pressure. The concentrate was pulverized by the use of ethanol-isopropylether to obtain sodium (E)-7-(3-pyridyl)-7-phenyl-6-heptenoate (Ii-76, 300 mg). The physico-chemical properties and other data of the product are shown in Table 6.

Workup

  1. concentrationThe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-f4d40c8105a54f1dabfdfe034ad81e84
Source dataset
uspto-grants-1988_02
Patent number
US04727078

Reaction notes

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