Water → HCID 66847496, compound

HRID 2275849Notes

Reaction equation

HRID 2275849 reaction equation
[NH2:1][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[CH2:3][OH:4].[NH+]1C=CC=CC=1.[F:17][C:18]([F:23])([F:22])[C:19]([CH3:21])=O.O>C1(C)C=CC=CC=1>[CH3:21][C:19]1([C:18]([F:23])([F:22])[F:17])[NH:1][CH:2]([C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH2:3][O:4]1

Participants

6

Reactant 4

HCID 962WaterHCID 9871Methyl trifluoromethyl ketoneHCID 924662-Amino-2-phenylethanolHCID 4989215Pyridinium

Product 1

HCID 66847496HCID 66847496, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
0 °C

Procedure

45 g (328.0 mmol) of rac-2-amino-2-phenylethanol and 8.24 g (32.8 mmol) of pyridinium p-toluolsulphonate were added to 55.13 g (492.0 mmol) of 1,1,1-trifluoroacetone in toluene (1.35 l). The reaction mixture was boiled under reflux on a water separator for 16 h. The mixture was cooled to 0° C. and the solid formed was filtered off and dried under high vacuum. This gave 68.6 g (77% of theory, purity 85%) of the target compound.

Workup

  1. customthe solid formed
  2. filtrationwas filtered off
  3. customdried under high vacuum

Sources & evidence

ORD record
ord-7e8be3e77d434313ac1ff3bc6898ecba
Source dataset
uspto-grants-2015_09
Patent number
US09126998B2

Reaction notes

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