HCID 89477977, compound → HCID 89477838, compound

HRID 1483193Notes

Reaction equation

HRID 1483193 reaction equation
C([O:5][C:6](=[O:19])[C:7]#[C:8][C:9]1[CH:10]=[C:11]([CH:16]=[CH:17][CH:18]=1)[C:12]([O:14][CH3:15])=[O:13])(C)(C)C>FC(F)(F)C(O)=O.ClCCl.ClCCCl>[CH3:15][O:14][C:12]([C:11]1[CH:10]=[C:9]([C:8]#[C:7][C:6]([OH:19])=[O:5])[CH:18]=[CH:17][CH:16]=1)=[O:13]

Participants

5

Reactant 1

HCID 89477977HCID 89477977, compound

Product 1

HCID 89477838HCID 89477838, compoundYield 94.3%

Reagents, catalysts & solvents 3

HCID 111,2-DichloroethaneSolventHCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

The mixture of methyl 3-(3-(tert-butoxy)-3-oxoprop-1-yn-1-yl)benzoate (9-1) (139 mg, 0.53 mmol) in a mixture of trifluoroacetic acid and dichloromethane (v:v=95:5, 1.5 mL) was stirred at room temperature for 2 h. The mixture was diluted with 1,2-dichloroethane and the whole was evaporated to dryness. The residue was triturated with hexane and the solid was collected by decantation and dried under vacuum to give the title compound 9-2 (102 mg, 94% yield) as a light brown solid.

Workup

  1. customthe whole was evaporated to dryness
  2. customThe residue was triturated with hexane
  3. customthe solid was collected by decantation
  4. customdried under vacuum

Sources & evidence

ORD record
ord-77a598654ba4408c9b76f64b5e287cb4
Source dataset
uspto-grants-2016_08
Patent number
US09416121B2

Reaction notes

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