Trifluoroacetic acid → HCID 53773936, compound

HRID 2057675Notes

Reaction equation

HRID 2057675 reaction equation
FC(F)(F)C(O)=O.[OH-].[K+].[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]#[C:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][NH:30][C:31]2[CH:51]=[CH:50][C:34]([C:35]([CH:37](C(OCC)=O)[C:38]([O:40][C:41](C)(C)[CH3:42])=[O:39])=[O:36])=[CH:33][CH:32]=2)=[CH:13][CH:12]=1>>[Cl:10][C:11]1[CH:12]=[CH:13][C:14]([C:17]#[C:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][NH:30][C:31]2[CH:32]=[CH:33][C:34]([C:35]([CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[O:36])=[CH:50][CH:51]=2)=[CH:15][CH:16]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14797Potassium HydroxideHCID 54169842HCID 54169842, compound

Product 1

HCID 53773936HCID 53773936, compound

Procedure

A solution of 3.0 g. of tert-butyl ethyl 4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoylmalonate 10 ml. of trifluoroacetic acid is warmed with stirring for 3 hours. The solution is poured onto ice and neutralized with potassium hydroxide. The resulting precipitate is collected by filtration, washed with water and dried. Recrystallization from chloroform affords ethyl 4-[13-(4-chlorophenyl)tridec-12-ynylamino]benzoylacetate.

Workup

  1. filtrationThe resulting precipitate is collected by filtration
  2. washwashed with water
  3. customdried
  4. customRecrystallization from chloroform

Sources & evidence

ORD record
ord-173ecbe6455b4c73a93a44c1927f2a10
Source dataset
uspto-grants-1980_07
Patent number
US04211783

Reaction notes

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