Carbon Dioxide → (2,4,6-trichlorophenyl)propynoic Acid

HRID 735087Notes

Reaction equation

HRID 735087 reaction equation
C1([Si](C2C=CC=CC=2)(C2C=CC=CC=2)[C:8]#[C:9][C:10]2[C:15]([Cl:16])=[CH:14][C:13]([Cl:17])=[CH:12][C:11]=2[Cl:18])C=CC=CC=1.[C:31](=[O:33])=[O:32]>ClCCl.CO.C(O)(=O)C>[Cl:16][C:15]1[CH:14]=[C:13]([Cl:17])[CH:12]=[C:11]([Cl:18])[C:10]=1[C:9]#[C:8][C:31]([OH:33])=[O:32]

Participants

4

Reactant 2

HCID 280Carbon DioxideHCID 86060684Triphenyl-(2,4,6-trichlorophenylethynyl)silane

Product 1

HCID 68816017(2,4,6-trichlorophenyl)propynoic Acid

Reagents, catalysts & solvents 1

HCID 21877243DCM MeOH AcOHSolvent

Procedure

Prepared analogously to Example 4.3.a. from triphenyl-(2,4,6-trichlorophenylethynyl)silane and dry ice. Yield: 3.3 g (77.7% of theory); melting point: 170° C.-175° C.; C9H3Cl3O2 (M=249.48); calc.: molecular ion peak (M+H)+: 249/251/253; found: molecular ion peak (M+H)+: 249/251/253; Rf value: 0.4 (silica gel, dichloromethane/methanol/acetic acid (50:10:1)).

Workup

  1. customPrepared analogously to Example 4.3.a

Sources & evidence

ORD record
ord-0748d7ca0dc54f9f8fa910991e7e2828
Source dataset
uspto-grants-2009_09
Patent number
US07592373B2

Reaction notes

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