Tert-Butylamine → HCID 178471998, compound

HRID 1089221Notes

Reaction equation

HRID 1089221 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[CH2:6]([O:8][C:9](=[O:26])[C:10](=[CH:22]OCC)[C:11]([C:13]1[CH:18]=[C:17]([F:19])[C:16]([F:20])=[CH:15][C:14]=1[F:21])=[O:12])[CH3:7]>C(O)C>[CH2:6]([O:8][C:9](=[O:26])[C:10](=[CH:22][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])=[CH:15][C:14]=1[F:21])=[O:12])[CH3:7]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 54008204Ethyl 3-(2,4,5-trifluorophenyl)-3-oxo-2-(ethoxymethylene)propanoate

Product 1

HCID 178471998HCID 178471998, compoundYield 50.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Tert-butylamine (6.2 mL, 84.7 mmoles) was added to a solution of 13.15 g (43.5 mmoles) of 3-(2,4,5-trifluorophenyl)-3-oxo-2-(ethoxymethylene)-propanoic acid ethyl ester in 19 mL of dry ethanol at -15° C. After 5 minutes, the mixture was stirred at room temperature for one hour, and then concentrated to dryness. The crude residue (10.87 g) was crystallized from 25 mL of hexane to afford 7.22 g of titled compound.

Workup

  1. concentrationconcentrated to dryness
  2. customThe crude residue (10.87 g) was crystallized from 25 mL of hexane

Sources & evidence

ORD record
ord-1a5097e7eddd49dc8969b2acfcfe1e0a
Source dataset
uspto-grants-1990_10
Patent number
US04965273

Reaction notes

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