Ethylene Glycol → HCID 20061019, compound

HRID 1085150Notes

Reaction equation

HRID 1085150 reaction equation
[Cl:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]#[N:14])=[CH:9][CH:8]=2)[C:5]([CH3:15])=[N:4][C:3]=1[CH:16]=[O:17].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:30](O)[CH2:31][OH:32]>ClCCl>[Cl:1][C:2]1[N:6]([C:7]2[CH:8]=[CH:9][C:10]([C:13]#[N:14])=[CH:11][CH:12]=2)[C:5]([CH3:15])=[N:4][C:3]=1[CH:16]1[O:32][CH2:31][CH2:30][O:17]1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 521998p-Toluenesulfonic acid monohydrateHCID 20061023HCID 20061023, compound

Product 1

HCID 20061019HCID 20061019, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A stirred solution of the aldehyde from (c) (0.24 g, lmmol) and 4-toluenesulphonic acid hydrate (0.21 g, 1.1 mmol) and ethane-1,2-diol (0.5 ml, 8 mmol) in dichloromethane (8 ml) was heated at reflux through a Dean-Stark trap containing 4A molecular sieves for 6 hours. After standing at 25° C. for 70 hours the mixture was washed with aqueous sodium bicarbonate and evaporated to a yellow solid.

Workup

  1. temperatureat reflux through a Dean-Stark trap
  2. washthe mixture was washed with aqueous sodium bicarbonate
  3. customevaporated to a yellow solid

Sources & evidence

ORD record
ord-87b3b1a06e6d43dcba443ea396b5207b
Source dataset
uspto-grants-1991_04
Patent number
US05008263

Reaction notes

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