Tert-Butylamine → HCID 178471999, compound

HRID 1031578Notes

Reaction equation

HRID 1031578 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[CH2:6]([O:8][C:9](=[O:27])[C:10](=[CH:23]OCC)[C:11]([C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[C:14]=1[F:22])=[O:12])[CH3:7]>C(O)C>[CH2:6]([O:8][C:9](=[O:27])[C:10](=[CH:23][NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])[C:11]([C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[C:15]([F:21])[C:14]=1[F:22])=[O:12])[CH3:7]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 54346083Ethyl 3-ethoxy-2-(2,3,4,5-tetrafluorobenzoyl)acrylate

Product 1

HCID 178471999HCID 178471999, compoundYield 48.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent3×

Procedure

A solution of 1.77 g (24.2 mmoles) tert-butylamine in 2 mL ethanol was added to a mixture of 7.05 g (22 mmoles) of 3-(2,3,4,5-tetrafluorophenyl)-3-oxo-2-(ethoxymethylene)-propanoic acid ethyl ester and 9 mL ethanol cooled in a bath containing ice and salt. More ethanol (2.3 mL) was added and the mixture was stirred at room temperature for 2 hours. After cooling at 0° C., the resulting precipitate was filtered and washed with ethanol to give 3.72 g of titled compound. MP 112° C.

Workup

  1. temperaturecooled in a bath
  2. additioncontaining ice and salt
  3. temperatureAfter cooling at 0° C.
  4. filtrationthe resulting precipitate was filtered
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-8da62d1e56fd46298428522dfcd47d01
Source dataset
uspto-grants-1990_09
Patent number
US04954507

Reaction notes

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