Ethylene Glycol → HCID 69196886, compound

HRID 2055076Notes

Reaction equation

HRID 2055076 reaction equation
[CH:1](=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]/[CH:8]=[CH:9]\[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[CH2:16](O)[CH2:17][OH:18].C1(C)C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH2:2]([CH:1]1[O:18][CH2:17][CH2:16][O:15]1)[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]/[CH:8]=[CH:9]\[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

6

Reactant 4

HCID 174Ethylene GlycolHCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 6430188(8Z)-8-Tetradecenal

Product 1

HCID 69196886HCID 69196886, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

5.6 g (Z)-8-tetradecenal (6), 2.0 g ethylene glycol and 20 mg p-toluenesulphonic acid in 150 ml toluene were boiled in a water separator for 3 h. The reaction mixture was washed with sodium bisulphate solution and dried over sodium sulphate and the solvent was distilled off. Chromatography on silica gel gave 2-[(Z)-tridec-7-enyl]-1,3-dioxolane (7).

Workup

  1. washThe reaction mixture was washed with sodium bisulphate solution
  2. dry with materialdried over sodium sulphate
  3. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-012a671326b345ec82fce2e54ddf8180
Source dataset
uspto-grants-2008_02
Patent number
US07332468B2

Reaction notes

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