Ethanol ethylacetate → HCID 18794520, compound

HRID 1004441Notes

Reaction equation

HRID 1004441 reaction equation
Cl.[C:2]1([C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[C:14](=[O:18])[CH:13]([CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[CH2:23][CH2:22]2)[CH2:12][CH2:11]3)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:33](O)[CH3:34].C(OCC)(=O)C>[Pd]>[C:6]1([CH2:7][CH2:2][C:8]2[CH:9]=[C:10]3[C:15](=[CH:16][CH:17]=2)[C:14](=[O:18])[CH:13]([CH2:19][CH2:20][N:21]2[CH2:26][CH2:25][CH:24]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=4)[CH2:23][CH2:22]2)[CH2:12][CH2:11]3)[CH:34]=[CH:33][CH:3]=[CH:4][CH:5]=1

Participants

4

Reactant 2

HCID 21584252Ethanol ethylacetateHCID 131721762HCID 131721762, compound

Product 1

HCID 18794520HCID 18794520, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Compound 3 (100 mg, 0.23 mmol) was dissolved in a mixture of 4:1 ethanol/ethyl acetate solution (25 mL) and stirred with 10% Pd on carbon (20 mg) at room temperature and under a hydrogen gas (balloon) for 18 hours. The reaction mixture was filtered through a Celite pad and evaporated to dryness. The residue was triturated with hexanes to afford the title compound as a yellow solid (103 mg, 99.9%).

Workup

  1. filtrationThe reaction mixture was filtered through a Celite pad
  2. customevaporated to dryness
  3. customThe residue was triturated with hexanes

Sources & evidence

ORD record
ord-698a0ff6e1ef4cb1b06e6f2b93a4c8ca
Source dataset
uspto-grants-2000_04
Patent number
US06048877

Reaction notes

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