Ethanol → HCID 66579312, compound

HRID 1624417Notes

Reaction equation

HRID 1624417 reaction equation
[CH3:1][O:2][C:3](=O)[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[CH:6]=1.CCO.[NH2:19][NH2:20]>>[F:12][C:11]([F:14])([F:13])[C:7]1[CH:6]=[C:5]([CH:10]=[CH:9][CH:8]=1)[CH2:4][C:3]1[O:2][CH:1]=[N:19][N:20]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 9321HydrazineHCID 2734603Methyl (3-(trifluoromethyl)phenyl)acetate

Product 1

HCID 66579312HCID 66579312, compound

Conditions

Temperature
135 °C

Procedure

(3-Trifluoromethyl-phenyl)-acetic acid methyl ester (0.720 g, 3.30 mmol) was dissolved in hydrazine (7 mL) and EtOH (15 mL) and heated to 90° C. overnight. Analytical LCMS indicated complete reaction so the mixture was concentrated and azeotroped twice with toluene. The crude material was dissolved in triethylorthoformate and heated to 135° C. for 20 hours then allowed to cool. The reaction mixture was concentrated to afford the title compound.

Workup

  1. customreaction so the mixture
  2. concentrationwas concentrated
  3. customazeotroped twice with toluene
  4. dissolutionThe crude material was dissolved in triethylorthoformate
  5. temperatureto cool
  6. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-551e845cbec943a9b9fd7ecf1a017715
Source dataset
uspto-grants-2014_07
Patent number
US08778983B2

Reaction notes

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