2-Bromoethanol → HCID 10798995, compound

HRID 1742630Notes

Reaction equation

HRID 1742630 reaction equation
C1(C)C=CC(S([O:10][CH2:11][CH2:12][N:13](S(C2C=CC(C)=CC=2)(=O)=O)[C:14]2[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=2)(=O)=O)=CC=1.FC(F)(F)OC1C=CC(N)=CC=1.BrCCO>ClCCl>[F:22][C:21]([F:23])([F:24])[O:20][C:17]1[CH:18]=[CH:19][C:14]([NH:13][CH2:12][CH2:11][OH:10])=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 108982-BromoethanolHCID 6008484-(Trifluoromethoxy)anilineHCID 10602260HCID 10602260, compound

Product 1

HCID 10798995HCID 10798995, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

The 2-(4-trifluoromethoxyanilino)ethanol may be prepared in the following manner: 88.5 g of 4-trifluoromethoxyaniline and 31.2 g of 2-bromoethanol are heated at 160° C. for 1.5 hours. After cooling to a temperature in the region of 20° C., the reaction medium is taken up in 200 cm3 of dichloromethane and the insoluble matter is filtered and the filtrate concentrated to dryness under reduced pressure. After purification by chromatography on a silica column, using an ethyl acetate-cyclohexane mixture (40-60 by volume) as eluent, 26.8 g of 2-(4-trifluoromethoxyanilino)ethanol are obtained in the form of an orange-colored oil.

Workup

  1. filtrationthe insoluble matter is filtered
  2. concentrationthe filtrate concentrated to dryness under reduced pressure
  3. customAfter purification by chromatography on a silica column

Sources & evidence

ORD record
ord-97af7d2b82a54820a8cad83519764da0
Source dataset
uspto-grants-1994_08
Patent number
US05340824

Reaction notes

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