HCID 58934840, compound → HCID 58934955, compound

HRID 854971Notes

Reaction equation

HRID 854971 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([C:12]#[C:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:11]=1)[O:8][CH:7]([C:20]([F:23])([F:22])[F:21])[C:6]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:5]2>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[C:10]([CH2:12][CH2:13][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH:11]=1)[O:8][CH:7]([C:20]([F:23])([F:22])[F:21])[C:6]([C:24]([O:26][CH2:27][CH3:28])=[O:25])=[CH:5]2

Participants

3

Reactant 1

HCID 58934840HCID 58934840, compound

Product 1

HCID 58934955HCID 58934955, compoundYield 68.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 6-chloro-8-(2-phenylethynyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylate (0.30 g, 0.74 mmol) was dissolved in ethanol, mixed with Pt2O catalyst and reduced under a hydrogen atmosphere at 20 psi for 4 h at room temperature. The mixture was filtered, stripped and purified by flash chromatography on silica gel, giving ethyl 6-chloro-8-(2-phenylethyl)-2-(trifluoromethyl)-2H-chromene-3-carboxylate (0.21 g, 0.51 mmol). The product structure was consistent with 1H, 19F and 13C NMR analyses.

Workup

  1. additionmixed with Pt2O catalyst
  2. filtrationThe mixture was filtered
  3. custompurified by flash chromatography on silica gel

Sources & evidence

ORD record
ord-4088f88a1bf74c6b9fd6d254f5e8bbed
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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