HCID 59446912, compound → HCID 59446860, compound

HRID 1746682Notes

Reaction equation

HRID 1746682 reaction equation
[N+:1]([C:4]1[CH:20]=[CH:19][C:7]([CH2:8][S:9]([CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])(=[O:11])=[O:10])=[CH:6][CH:5]=1)([O-])=O>CCOC(C)=O.C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][S:9]([CH2:12][CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15])(=[O:11])=[O:10])=[CH:19][CH:20]=1

Participants

5

Reactant 1

HCID 59446912HCID 59446912, compound2×

Product 1

HCID 59446860HCID 59446860, compoundYield 100%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of ethyl 3-(4-nitrobenzylsulfonyl)propanoate (Intermediate 41, 3.9 g; 12.9 mmol) in EtOAc (100 ml) and ethanol (200 ml) was treated with palladium (400 mg, 5% on C). The mixture was stirred under hydrogen for 5 hours, filtered and the solvent removed in vacuo to give the title compound as an off-white solid (3.5 g, quant).

Workup

  1. filtrationfiltered
  2. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-95ec023ca9634526a520dd325a23db19
Source dataset
uspto-grants-2015_10
Patent number
US09150519B2

Reaction notes

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