Methanol → 4-Hydroxy-3-n-propylbenzenesulfonamide

HRID 964474Notes

Reaction equation

HRID 964474 reaction equation
[CH2:1]([C:4]1[CH:5]=[C:6]([S:11]([NH2:14])(=[O:13])=[O:12])[CH:7]=[CH:8][C:9]=1[OH:10])[CH:2]=[CH2:3].[H][H].CO.C(Cl)Cl>C(O)C.[Pd]>[OH:10][C:9]1[CH:8]=[CH:7][C:6]([S:11]([NH2:14])(=[O:12])=[O:13])=[CH:5][C:4]=1[CH2:1][CH2:2][CH3:3]

Participants

7

Reactant 4

HCID 887MethanolHCID 6344DichloromethaneHCID 217087083-Allyl-4-hydroxybenzenesulfonamideHCID 178418361HCID 178418361, compound

Product 1

HCID 190804514-Hydroxy-3-n-propylbenzenesulfonamideYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A Parr hydrogenation flask was charged with a solution of 3.04 g (14.30 mmol) of the product of Step A dissolved in 25 mL of ethanol and 0.300 g of a 10% palladium on carbon catalyst was added. The flask was mounted in the hydrogenation apparatus, freed of air, pressurized with hydrogen (40 psig) and shaken for 15 minutes. At the end of this period TLC analysis (3% MeOH--CH2Cl2, 2 elutions) indicated that the reaction was complete and the reaction mixture was filtered and evaporated. The product was dried in vacuo to afford 3.06 g (99%) of the title compound.

Workup

  1. filtrationthe reaction mixture was filtered
  2. customevaporated
  3. customThe product was dried in vacuo

Sources & evidence

ORD record
ord-b7b9de1b9f57449388e53dbc3941b6d5
Source dataset
uspto-grants-1998_06
Patent number
US05767310

Reaction notes

Loading…