Ethanol → HCID 21551859, compound

HRID 268443Notes

Reaction equation

HRID 268443 reaction equation
[CH3:1][C:2]1([CH3:31])[CH:7]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[C:5]2[C:14]([OH:30])=[CH:15][C:16]([CH:18]([CH2:20][CH2:21][CH2:22][C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[CH3:19])=[CH:17][C:4]=2[O:3]1.C(O)C>CCOCC.[Pd]>[CH3:31][C:2]1([CH3:1])[CH2:7][CH:6]([C:8]2[CH:9]=[CH:10][N:11]=[CH:12][CH:13]=2)[C:5]2[C:14]([OH:30])=[CH:15][C:16]([CH:18]([CH2:20][CH2:21][CH2:22][C:23]3[CH:24]=[CH:25][C:26]([F:29])=[CH:27][CH:28]=3)[CH3:19])=[CH:17][C:4]=2[O:3]1

Participants

5

Reactant 2

HCID 702Ethanol2×HCID 21551860HCID 21551860, compound

Product 1

HCID 21551859HCID 21551859, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3283Diethyl EtherSolvent

Procedure

3.0 g. (0.0072 mole) of the compound of Example 3 was hydrogenated in 100 ml. of ethanol at 3 atmospheres employing 0.7 g. of 5% Pd/C. After the reaction was completed the ethanol was stripped off, the obtained white glass dissolved in ether and a white solid isolated which, after recrystallization from acetonitrile, gave a m.p. of 162°-164° C. The structure was confirmed by NMR.

Workup

  1. customa white solid isolated which
  2. customafter recrystallization from acetonitrile
  3. customgave a m.p. of 162°-164° C

Sources & evidence

ORD record
ord-8267a6b62cab4dac80caeb264d55af22
Source dataset
uspto-grants-1976_03
Patent number
US03947462

Reaction notes

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