Ethanol → HCID 66579312, compound

HRID 1183353Notes

Reaction equation

HRID 1183353 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 two time 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 two time with toluene
  4. dissolutionThe crude material was dissolved in triethylorthoformate
  5. temperatureto cool
  6. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-01b876bbdcad4fea9a7755fdf2b91873
Source dataset
uspto-grants-2014_03
Patent number
US08664220B2

Reaction notes

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