Methylcyclohexane → HCID 86612304, compound

HRID 253162Notes

Reaction equation

HRID 253162 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][CH2:13][NH:14]C(OC(C)(C)C)=O)=[C:7]([Cl:22])[CH:6]=1.CC1CCCCC1.C(=O)([O-])[O-].[Na+].[Na+]>FC(F)(F)C(O)=O.C(OCC)(=O)C>[ClH:22].[CH3:1][O:2][C:3](=[O:23])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([S:11][CH2:12][CH2:13][NH2:14])=[C:7]([Cl:22])[CH:6]=1

Participants

6

Reactant 3

HCID 7962MethylcyclohexaneHCID 10340Sodium CarbonateHCID 66845838HCID 66845838, compound

Product 1

HCID 86612304HCID 86612304, compound

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

50 mg (0.144 mmol) of 3-chloro-4-[2-[[(1,1-dimethylethoxy)carbonyl]-amino]-ethylthio]benzeneacetic acid methyl ester are dissolved in 322 μl of trifluoroacetic acid. Agitation is performed for 2 hours at ambient temperature. The trifluoroacetic acid is eliminated by coevaporation with methylcyclohexane. The evaporation residue is dissolved in ethyl acetate and neutralisation takes place by addition of a solution of sodium carbonate at 10%. The organic phase is dried on magnesium sulfate, filtration takes place and concentration under reduced pressure. The expected product is obtained in the form of an orange oil with a quantitative yield.

Workup

  1. customThe organic phase is dried on magnesium sulfate, filtration
  2. concentrationplace and concentration under reduced pressure

Sources & evidence

ORD record
ord-f6f16a8cc932496cbbf006adf49f56da
Source dataset
uspto-grants-2011_01
Patent number
US07872021B2

Reaction notes

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