Hydrochloric Acid → HCID 20441013, compound

HRID 1633400Notes

Reaction equation

HRID 1633400 reaction equation
O[C:2]([C:5]1([C:14]([O:16][CH3:17])=[O:15])[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1)([CH3:4])[CH3:3].P(Cl)(Cl)(Cl)=O.Cl>N1C=CC=CC=1>[C:2]([C:5]1([C:14]([O:16][CH3:17])=[O:15])[CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6]1)([CH3:4])=[CH2:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24813Phosphorus oxychlorideHCID 20441018HCID 20441018, compound

Product 1

HCID 20441013HCID 20441013, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

Into 100 ml of dried pyridine, was dissolved 30.0 g (0.128 mole) of 2-(1-hydroxy-1-methylethyl)-2-methoxycarbonylindane. To the solution, was added dropwise 39.4 g (0.256 mole) of phosphorus oxychloride over a period of 30 minutes at room temperature. The mixture was heated at 100° C. to continue the reaction for further 4 hours. The reaction mixture was cooled to room temperature, poured into a mixture of 10% aqueous hydrochloric acid solution and ice, and extracted with ether. The aqueous layer was extracted twice with ether. The ether layers were combined, washed successively with water, saturated aqueous sodium hydrogencarbonate solution, and saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated in vacuo to obtain the intended product as a oily substance.

Workup

  1. customthe reaction for further 4 hours
  2. temperatureThe reaction mixture was cooled to room temperature
  3. extractionextracted with ether
  4. extractionThe aqueous layer was extracted twice with ether
  5. washwashed successively with water, saturated aqueous sodium hydrogencarbonate solution, and saturated aqueous sodium chloride solution
  6. dry with materialdried over anhydrous magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customto obtain the intended product as a oily substance

Sources & evidence

ORD record
ord-1ccffee7f4554397b8280efa0675b0e0
Source dataset
uspto-grants-1984_10
Patent number
US04480118

Reaction notes

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