Sodium Bicarbonate → HCID 17776650, compound

HRID 1953955Notes

Reaction equation

HRID 1953955 reaction equation
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[C:5]([CH3:14])[CH:6]=[CH:7][C:8]=2[CH:11]([CH3:13])[CH3:12])[CH:3]1O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)([O-])O.[Na+]>C1C=CC=CC=1>[CH3:1][C:2]1[CH2:3][C:4]2[C:9]([CH:10]=1)=[C:8]([CH:11]([CH3:12])[CH3:13])[CH:7]=[CH:6][C:5]=2[CH3:14]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 23295627HCID 23295627, compound

Product 1

HCID 17776650HCID 17776650, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In a 1-liter egg-plant flask were charged about 40 g (0.20 mol) of 2,7-dimethyl-4-isopropyl-indanol, 500 ml of benzene, and p-toluenesulfonic acid monohydrate and the mixture was stirred under reflux for 1 hour. The reaction mixture was poured in an aqueous sodium hydrogen carbonate solution and extracted with diethyl ether. The organic layer was washed with water and with saline and dried over sodium sulfate. Sodium sulfate was removed by filtration and the solvent was distilled off under reduced pressure. The residue was distilled under reduced pressure (69 to 74° C./0.5 mmHg) to obtain 29.06 g (0.156 mol) of 2,7-dimethyl-4-isopropylindene as a colorless liquid.

Workup

  1. temperatureunder reflux for 1 hour
  2. extractionextracted with diethyl ether
  3. washThe organic layer was washed with water and with saline
  4. dry with materialdried over sodium sulfate
  5. customSodium sulfate was removed by filtration
  6. distillationthe solvent was distilled off under reduced pressure
  7. distillationThe residue was distilled under reduced pressure (69 to 74° C./0.5 mmHg)

Sources & evidence

ORD record
ord-a724a34e1a02476182bdbda5b0597354
Source dataset
uspto-grants-2000_09
Patent number
US06121182

Reaction notes

Loading…