Hydrochloric Acid → 4-[15-(Trifluoromethyl)pentadecylamino]benzoic acid

HRID 1659914Notes

Reaction equation

HRID 1659914 reaction equation
[F:1][C:2]([F:31])([F:30])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]1[CH:29]=[CH:28][C:22]([C:23]([O:25]CC)=[O:24])=[CH:21][CH:20]=1.[OH-].[K+].C(O)C.Cl>O>[F:1][C:2]([F:30])([F:31])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][NH:18][C:19]1[CH:29]=[CH:28][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 12797299Ethyl 4-[15-(trifluoromethyl)pentadecylamino]benzoate

Product 1

HCID 128316104-[15-(Trifluoromethyl)pentadecylamino]benzoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 6.0 g. of ethyl 4-[15-(trifluoromethyl)pentadecylamino]benzoate, 4.0 g. of potassium hydroxide and 50 ml. of ethanol is stirred at 80° C. for 4 hours. The mixture is diluted with water and adjusted to pH 5.5 by the addition of concentrated hydrochloric acid. Cooling and filtration affords a solid which is recrystallized from acetone to yield the product as a white solid.

Workup

  1. additionA mixture of 6.0 g
  2. temperatureCooling
  3. filtrationfiltration
  4. customaffords a solid which
  5. customis recrystallized from acetone

Sources & evidence

ORD record
ord-dbc383727ab64700a8d4c7767287cacc
Source dataset
uspto-grants-1981_12
Patent number
US04305959

Reaction notes

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