Sodium Hydroxide → 4-(2,3-Pentadienyloxy)benzenesulfonic acid sodium salt

HRID 1180539Notes

Reaction equation

HRID 1180539 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[Na+:12].[OH-].[Na+]>C(O)(C)C>[Na+:12].[CH2:4]([O:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:11])(=[O:9])=[O:10])=[CH:4][CH:3]=1)[CH:3]=[C:2]=[CH:7][CH3:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 4379756Sodium 4-hydroxybenzenesulfonate

Product 1

HCID 589789204-(2,3-Pentadienyloxy)benzenesulfonic acid sodium saltYield 119.8%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
67.5 °C

Procedure

To a suspension of sodium 4-hydroxybenzenesulfonate (1.3 g, 5.6 mmol) in iso-propanol (20 ml) was added product from Example 8 (700 mg, 6.8 mmol) followed by 1N sodium hydroxide (6.1 ml, 6.1 mmol) and the resulting mixture was heated at 65-70° C. for 15 hours. The reaction mixture was concentrated in vacuo, the solid collected and washed with diethy ether to give 880 mg (53%) of the product as a solid.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customthe solid collected
  3. washwashed with diethy ether

Sources & evidence

ORD record
ord-4692e8bac9244e86b71ae4742b49000c
Source dataset
uspto-grants-2007_10
Patent number
US07282496B2

Reaction notes

Loading…