Trifluoroacetic acid → HCID 18761271, compound

HRID 413214Notes

Reaction equation

HRID 413214 reaction equation
C([O:5][C:6]([C:8]1[S:9][C:10]([CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])=[CH:11][CH:12]=1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:18]([O:17][C:15]([CH2:14][CH2:13][C:10]1[S:9][C:8]([C:6]([OH:7])=[O:5])=[CH:12][CH:11]=1)=[O:16])[CH3:19]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 10107954HCID 10107954, compound

Product 1

HCID 18761271HCID 18761271, compoundYield 98.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.564 g (2 mmol) of 5-(2-ethoxycarbonyl-ethyl)-thiophene-2-carboxylic acid tert-butyl ester were dissolved in 10 ml of dichloromethane. 2.5 ml of trifluoroacetic acid were added dropwise with stirring at room temperature. Stirring was continued for 5 hours until the starting compound was no more detectable by thin layer chromatography (TLC). The solvents were evaporated in vacuo to give 0.45 g of a crystalline residue which was sufficiently pure for use in the subsequent step.

Workup

  1. stirringStirring
  2. customThe solvents were evaporated in vacuo

Sources & evidence

ORD record
ord-df1a680f34e4457683776b81e18bda2e
Source dataset
uspto-grants-2003_05
Patent number
US06566366B1

Reaction notes

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