Ethanol → HCID 15718646, compound

HRID 2165366Notes

Reaction equation

HRID 2165366 reaction equation
[CH3:1][C:2]([N:4]1[C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:7]2[C:6]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)=[C:5]1[CH3:20])=[CH2:3].C(O)C.[H][H]>[Pd].C(OCC)(=O)C>[CH:2]([N:4]1[C:8]2=[N:9][CH:10]=[CH:11][CH:12]=[C:7]2[C:6]([C:13]2[CH:14]=[CH:15][C:16]([F:19])=[CH:17][CH:18]=2)=[C:5]1[CH3:20])([CH3:3])[CH3:1]

Participants

6

Reactant 3

HCID 702EthanolHCID 15718645HCID 15718645, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 15718646HCID 15718646, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Into a parr vessel are placed 330 mg of the olefinic product of Step 4, above, 20 ml of 100% ethanol and 100 mg of 5% palladium on carbon. Hydrogen gas is added at 40 to 50 psi and held at R.T. for about 16 hrs. Ethyl acetate is then added, the mixture filtered through Celite® and then evaporated to dryness to give the title product of this step as a slightly yellowish gum, which solidified on standing to a light cream solid (mp 57°-68°).

Workup

  1. customInto a parr vessel are placed
  2. filtrationthe mixture filtered through Celite®
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-4fca7a1a992148bf9a8d3cfcb2ee2a38
Source dataset
uspto-grants-1990_07
Patent number
US04939159

Reaction notes

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