Methanol → HCID 86610770, compound

HRID 2240085Notes

Reaction equation

HRID 2240085 reaction equation
[C:1]1([S:11]([CH2:14][C:15]2[CH:16]=[C:17]([CH:20]=[CH:21][C:22]=2[N+:23]([O-])=O)[CH:18]=[O:19])(=[O:13])=[O:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.CO>C1COCC1.[Pd]>[NH2:23][C:22]1[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][C:15]=1[CH2:14][S:11]([C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1)(=[O:13])=[O:12]

Participants

5

Reactant 2

HCID 887MethanolHCID 86610769HCID 86610769, compound

Product 1

HCID 86610770HCID 86610770, compoundYield 94.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-(naphthalene-1-sulfonylmethyl)-4-nitro-benzaldehyde (2.5 g, 7.22 mmoles) and 10% Pd/C in THF (10 mL), and methanol (20 mL) was hydrogenated in a Parr hydrogenation bottle (250 mL) at 52 lb/in2 overnight. The mixture was filtered through Celite, and the filtrate was concentrated under vacuum to afford the title compound as an off-white solid (2.4 g, 6.85 mmoles).

Workup

  1. customin2 overnight
  2. filtrationThe mixture was filtered through Celite
  3. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-89f5544dcd8540858de4a847e5ff15fa
Source dataset
uspto-grants-2010_05
Patent number
US07723329B2

Reaction notes

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