HCID 86599463, compound → HCID 86599462, compound

HRID 854911Notes

Reaction equation

HRID 854911 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([O:22][C:23]([F:26])([F:25])[F:24])[CH:6]=[C:7]2[C:12]=1[O:11][CH:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2)#[CH:2]>CCO.[Pd]>[CH2:1]([C:3]1[CH:4]=[C:5]([O:22][C:23]([F:26])([F:24])[F:25])[CH:6]=[C:7]2[C:12]=1[O:11][CH:10]([C:13]([F:16])([F:15])[F:14])[C:9]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:8]2)[CH3:2]

Participants

4

Reactant 1

HCID 86599463HCID 86599463, compound

Product 1

HCID 86599462HCID 86599462, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 8-ethynyl-6-(trifluoromethoxy)-2-(trifluoromethyl)-2H-chromene-3-carboxylate prepared as in Example 21f, Step 2 (12.2 g, 32.0 mmole) and 10% Pd/C (1.22 g) in absolute EtOH (250 mL) was hydrogenated at 30 psi for 3 h. The catalyst was then removed by filtration and the solution concentrated in vacuo to give the product in assumed quantitative yield as an off-white solid. The solid was carried on without further purification: EIHRMS m/z 384.0759 (M+, C16H14F6O4, Calc'd 384.0796).

Workup

  1. customThe catalyst was then removed by filtration
  2. concentrationthe solution concentrated in vacuo
  3. customto give the product in assumed quantitative yield as an off-white solid
  4. customThe solid was carried on without further purification

Sources & evidence

ORD record
ord-b5e6702dd241407284098a632e99af6b
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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