Oxalic Acid → 1-[2-(2,4-Dichlorophenyl)ethyl]ethanediol
Reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][CH:11]1[CH2:13][O:12]1.C(O)(=O)C(O)=[O:16].O1CCOCC1>O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][C:11]([OH:16])([OH:12])[CH3:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 50 parts of [2-(2,4-dichlorophenyl)ethyl]-oxirane, 7 parts of ethanedioic acid, 300 parts of 1,4-dioxane and 150 parts of water is stirred and refluxed for 36 hours. The reaction mixture is evaporated. The residue is crystallized from 2,2'-oxybispropane. The product is filtered off and dried at the air, yielding 1-[2-(2,4-dichlorophenyl)ethyl]ethanediol; mp. 83.2°C.
Workup
- temperaturerefluxed for 36 hours
- customThe reaction mixture is evaporated
- customThe residue is crystallized from 2,2'-oxybispropane
- filtrationThe product is filtered off
- customdried at the air
Sources & evidence
- ORD record
- ord-00928af4c5b546908e29d5a907b5a720
- Source dataset
- uspto-grants-1976_02
- Patent number
- US03936470
Reaction notes
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