Ethanol → HCID 136063624, compound

HRID 46294Notes

Reaction equation

HRID 46294 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3](=O)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)=O.Cl.[C:18]([NH:22][NH2:23])([CH3:21])([CH3:20])[CH3:19].C(O)C>>[C:18]([N:22]1[C:5]([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:4][C:3]([C:2]([F:16])([F:15])[F:1])=[N:23]1)([CH3:21])([CH3:20])[CH3:19]

Participants

4

Reactant 3

HCID 702EthanolHCID 81889tert-Butylhydrazine monohydrochlorideHCID 27714754,4,4-trifluoro-1-(4-hydroxyphenyl)butane-1,3-dione

Product 1

HCID 136063624HCID 136063624, compoundYield 63.3%

Conditions

Temperature
150 °C

Procedure

A mixture of 4,4,4-trifluoro-1-(4-hydroxyphenyl)butane-1,3-dione (500 mg, 0.002 mol) and tert-butylhydrazine hydrochloride (270 mg, 0.0022 mol) in ethanol (12 mL, 0.21 mol) was heated at 150° C. in microwave for 1 h. Solvent was removed and the residue was purified via automated flash chromatography (silica gel, 0% to 30% ethyl acetate in hexanes) to give the product as an off-white solid (0.36 g, 60%). LCMS Rt=1.75 minutes

Workup

  1. customSolvent was removed
  2. customthe residue was purified

Sources & evidence

ORD record
ord-04c6a09b884548eab32332651a480000
Source dataset
uspto-grants-2013_09
Patent number
US08541588B2

Reaction notes

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