Ethylene Glycol → HCID 12391172, compound

HRID 1730171Notes

Reaction equation

HRID 1730171 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH:10]([C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:20])[C:11]#N.[OH-:21].[K+].[ClH:23].C(O)C[OH:26]>>[Cl:23][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH:10]([C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:20])[C:11]([OH:26])=[O:21]

Participants

5

Reactant 4

HCID 174Ethylene GlycolHCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 12391153HCID 12391153, compound

Product 1

HCID 12391172HCID 12391172, compound

Procedure

A mixture of 27 parts of 2,4-dichloro-α-(2,6-dichlorophenyl)benzenepropanenitrile, 27 parts of potassium hydroxide and 100 parts of 1,2-ethanediol is stirred and refluxed for 48 hours. The reaction mixture is allowed to cool to room temperature, poured onto water (800 parts) and acidified with an excess of a concentrated hydrochloric acid solution. The precipitated product is filtered off and crystallized from ethanol, yielding 18 parts of 2,4-dichloro-α-(2,6-dichlorophenyl)benzenepropanoic acid; mp. 220°-222° C.

Workup

  1. temperaturerefluxed for 48 hours
  2. additionpoured onto water (800 parts)
  3. filtrationThe precipitated product is filtered off
  4. customcrystallized from ethanol

Sources & evidence

ORD record
ord-aecb957211224ba9b51bee2566a70bac
Source dataset
uspto-grants-1976_11
Patent number
US03991201

Reaction notes

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