Ethylene Glycol → HCID 20487648, compound

HRID 2050091Notes

Reaction equation

HRID 2050091 reaction equation
[CH:1]([CH:4]([C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]([F:17])([F:16])[F:15])=[CH:9][CH:8]=1)[C:5]#N)([CH3:3])[CH3:2].[OH-:18].[Na+].C(O)C[OH:22]>>[CH:1]([CH:4]([C:7]1[CH:12]=[CH:11][C:10]([S:13][C:14]([F:17])([F:16])[F:15])=[CH:9][CH:8]=1)[C:5]([OH:22])=[O:18])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 174Ethylene GlycolHCID 14798Sodium HydroxideHCID 20487614HCID 20487614, compound

Product 1

HCID 20487648HCID 20487648, compound

Procedure

α-Isopropyl-4-trifluoromethylthiophenylacetonitrile (6.9 g real, 0.0265 mol) and 50% sodium hydroxide (25 g, 0.312 mol) are combined in 53 ml of ethylene glycol and heated at gentle reflux for 18 hours. The reaction is poured into ice water and extracted with ether. The aqueous phase is acidified with concentrated HCl, then re-extracted with ether which is washed with water and dried over sodium sulfate. Evaporation in vacuo gives 2.05 g of an oily product.

Workup

  1. temperatureheated
  2. temperatureat gentle reflux for 18 hours
  3. extractionextracted with ether
  4. extractionre-extracted with ether which
  5. washis washed with water
  6. dry with materialdried over sodium sulfate
  7. customEvaporation in vacuo

Sources & evidence

ORD record
ord-5f0b42895fcf48068ecb9d4640b46279
Source dataset
uspto-grants-1980_04
Patent number
US04199595

Reaction notes

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