Trifluoroacetic acid → HCID 59027841, compound

HRID 599670Notes

Reaction equation

HRID 599670 reaction equation
FC(F)(F)C(O)=O.C(O[N:13]([C:17]1[CH:21]=[CH:20][S:19][C:18]=1[CH2:22][CH2:23][Si:24]([CH3:27])([CH3:26])[CH3:25])C(=O)[O-])(C)(C)C>ClCCl>[CH3:26][Si:24]([CH3:25])([CH3:27])[CH2:23][CH2:22][C:18]1[S:19][CH:20]=[CH:21][C:17]=1[NH2:13]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86616921HCID 86616921, compound

Product 1

HCID 59027841HCID 59027841, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5 ml of trifluoroacetic acid are added to a solution consisting of 2.8 g (9.3 mmol) of tert-butoxy[2-(2-trimethylsilanylethyl)thiophen-3-yl]carbamate (IX-1) in 50 ml of dichloromethane. The reaction solution is stirred at room temperature for 3 h and then concentrated under reduced pressure. Column chromatography (gradiant cyclohexane/ethyl acetate 4:1 to 1:1) gives 1.2 g (65% of theory) of 2-(2-trimethylsilanylethyl)thiophen-3-ylamine [log P (pH 2.3)=1.78].

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-49a71f6256e0472c8f0afd0dc6722610
Source dataset
uspto-grants-2011_03
Patent number
US07897780B2

Reaction notes

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