HCID 57480145, compound → HCID 11952982, compound

HRID 499755Notes

Reaction equation

HRID 499755 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([NH:11][NH:12][C:13](=[O:30])[C:14]2[CH:19]=[CH:18][C:17]([O:20]CC3C=CC=CC=3)=[CH:16][C:15]=2[CH2:28][CH3:29])=[O:10])[CH:5]=[CH:6][CH:7]=1>C1COCC1.[Pd]>[OH:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]([NH:11][NH:12][C:13](=[O:30])[C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][C:15]=2[CH2:28][CH3:29])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 57480145HCID 57480145, compound

Product 1

HCID 11952982HCID 11952982, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

57.4 g of N′-[2-(3-hydroxyphenyl)acetyl]-4-benzyloxy-2-ethylbenzohydrazide are dissolved in 1.5 l of THF and hydrogenated for 24 h. The catalyst (5% Pd/C, 35 g) is added in 3 portions. The catalyst is filtered off with suction, the solution is evaporated, and the residue is crystallised from MeCN, giving 41.1 g of “60” (92%); m.p. 199-200°.

Workup

  1. filtrationThe catalyst is filtered off with suction
  2. customthe solution is evaporated
  3. customthe residue is crystallised from MeCN
  4. customgiving 41.1 g of “60” (92%)

Sources & evidence

ORD record
ord-cfc29f5d3c9b478ca7ef90e87d8ae355
Source dataset
uspto-grants-2010_08
Patent number
US07767716B2

Reaction notes

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