Trifluoroacetic acid → HCID 42643743, compound

HRID 474706Notes

Reaction equation

HRID 474706 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]([C:18](=[O:25])[CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])C(OC(C)(C)C)=O)([O-:3])=[O:2].FC(F)(F)C(O)=O.C([SiH](CC)CC)C>C(Cl)Cl>[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:18](=[O:25])[CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 42643740HCID 42643740, compound

Product 1

HCID 42643743HCID 42643743, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(1,1-dimethylethyl) 6-methyl 2-(2-nitrophenyl)-3-oxohexanedioate (6.0 g, 17.08 mmol) in DCM (60 mL) were added trifluoroacetic acid (22 ml, 286 mmol) and triethylsilane (8 ml, 50.1 mmol). The mixture was stirred at room temperature for 2 h. Concentration in vacuo then afforded the title compound (8.7 g, 17.08 mmol, 99% yield). LCMS: rt=2.55 min, [M+H+]=252.

Workup

  1. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-50fed25f4442487d877d43cff8824cd1
Source dataset
uspto-grants-2014_01
Patent number
US08637536B2

Reaction notes

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