Ethylene Glycol → HCID 20288011, compound

HRID 126866Notes

Reaction equation

HRID 126866 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9](=[O:22])[CH2:10][C:11]2[CH2:12][CH2:13][N:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:15][CH:16]=2)[CH:6]=[CH:7][CH:8]=1.[CH2:23](O)[CH2:24][OH:25].CC1C=CC(S(O)(=O)=O)=CC=1>CC1C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2([CH2:10][C:11]3[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:13][CH:12]=3)[O:25][CH2:24][CH2:23][O:22]2)[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 6101p-Toluenesulfonic acidHCID 20288021HCID 20288021, compound

Product 1

HCID 20288011HCID 20288011, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 30 parts of ethyl 2,3-dihydro-4-[2-(3-methoxyphenyl)-2-oxoethyl]-1(6H)-pyridinecarboxylate, 15 parts of 1,2-ethanediol, 0.1 parts of 4-methylbenzenesulfonic acid and 135 parts of methylbenzene is stirred and refluxed overnight. The reaction mixture is cooled and evaporated, yielding 30 parts of ethyl 2,3-dihydro-4-[2-(3-methoxyphenyl)-1,3-dioxolan-2-ylmethyl]-1(6H)-pyridinecarboxylate as a residue.

Workup

  1. temperaturerefluxed overnight
  2. temperatureThe reaction mixture is cooled
  3. customevaporated

Sources & evidence

ORD record
ord-c95fa137e7a443abb636a0356ea10f62
Source dataset
uspto-grants-1981_03
Patent number
US04254127

Reaction notes

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