Phenylacetylene → HCID 25221729, compound

HRID 451277Notes

Reaction equation

HRID 451277 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4](OS(C2C=CC(C)=CC=2)(=O)=O)[CH:5]=[C:6]([F:8])[CH:7]=1.[C:20]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)#[CH:21]>CCCCCCC>[Cl:1][C:2]1[CH:3]=[C:4]([C:21]#[C:20][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 2

HCID 10821PhenylacetyleneHCID 86646625HCID 86646625, compound

Product 1

HCID 25221729HCID 25221729, compound

Reagents, catalysts & solvents 1

HCID 8900HeptaneSolvent

Procedure

This product was prepared from toluene-4-sulfonic acid 3-chloro-5-fluoro-phenyl ester and ethynyl-benzene following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane; yield (110 mg, 98%); 1H NMR δ (CDCl3): 7.51 (m, 2H), 7.36 (m, 3H), 7.03 (d, J=7.05 Hz, 2H), 6.79 (t, J=8.35 Hz, 1H); LCMS m/z: 230.

Workup

  1. customyield (110 mg, 98%)

Sources & evidence

ORD record
ord-58191adae28d42e78eb34863dd6b4fe8
Source dataset
uspto-grants-2013_07
Patent number
US08487109B2

Reaction notes

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