Ethanolamine → HCID 20360357, compound

HRID 2082675Notes

Reaction equation

HRID 2082675 reaction equation
Cl[CH:2]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:4]=1.[NH2:19][CH2:20][CH2:21][OH:22]>>[C:13]1([CH:2]([NH:19][CH2:20][CH2:21][OH:22])[C:3]2[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:4]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 700EthanolamineHCID 5968291-(chloro(phenyl)methyl)-3-(trifluoromethyl)benzene

Product 1

HCID 20360357HCID 20360357, compoundYield 82%

Conditions

Temperature
140 °C

Procedure

A mixture of 70 parts of 1-(chlorophenylmethyl)-3-(trifluoromethyl)benzene and 250 parts of 2-aminoethanol is stirred for 3 hours at 140° C. The reaction mixture is cooled and poured onto water. The product is extracted with 4-methyl-2-pentanone. The extract is dried, filtered and evaporated. The residue is purified by column-chromatography over silica gel using a mixture of trichloromethane and methanol (95:5 by volume) as eluent. The pure fractions are collected and the eluent is evaporated, yielding 60 parts (82%) of 2-[{phenyl[3-(trifluoromethyl)phenyl]methyl}amino]ethanol as a residue.

Workup

  1. temperatureThe reaction mixture is cooled
  2. additionpoured onto water
  3. extractionThe product is extracted with 4-methyl-2-pentanone
  4. customThe extract is dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe residue is purified by column-chromatography over silica gel using
  8. additiona mixture of trichloromethane and methanol (95:5 by volume) as eluent
  9. customThe pure fractions are collected
  10. customthe eluent is evaporated

Sources & evidence

ORD record
ord-e06ca18dbda94de1bba5dfdb9d811587
Source dataset
uspto-grants-1978_04
Patent number
US04082755

Reaction notes

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