Methanol → HCID 68677983, compound

HRID 2240082Notes

Reaction equation

HRID 2240082 reaction equation
[CH3:1][O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([N+:10]([O-])=O)=[C:6]([CH2:13][S:14]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH:5]=1.CO>C1COCC1.[Pd]>[CH3:1][O:2][C:3](=[O:27])[C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([CH2:13][S:14]([C:17]2[C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH:20]=[CH:19][CH:18]=2)(=[O:15])=[O:16])[CH:5]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 68678962HCID 68678962, compound

Product 1

HCID 68677983HCID 68677983, compoundYield 64.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 3-(naphthalene 1-sulfonylmethyl)-4-nitro-benzoic acid methyl ester (1.5 g, 3.9 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 (0.9 g, 2.5 mmoles).

Workup

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

Sources & evidence

ORD record
ord-38ea633ca7374b7681cef0cec5db505b
Source dataset
uspto-grants-2010_05
Patent number
US07723329B2

Reaction notes

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