Hydrochloric Acid → 1-Chloro-2,3-dihydro-1H-indene

HRID 223120

Reaction equation

HRID 223120 reaction equation
[CH:1]1(O)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.N#N.[ClH:13]>C1CCCCC1>[CH:1]1([Cl:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1

Participants

5

Procedure

20 g Indanone (obtained according to Example VIII) is added to a solution of 1.5 molequivalent NaAlH2 (OC2H4OCH3)2 in a mixture of benzene and ether in the course of which the temperature raises to 35° C. Then the reaction mixture is stirred during one hour, poured out into ice and extracted with ether. The solution in ether is washed with NaCl solution, dried and evaporated. The residue is distilled under diminished pressure yielding 15.1 g indanol. B.p. 115° C./1 mm Hg. The indanol is dissolved in 100 ml cyclohexane and during 30 min. gaseous HCl is introduced followed by N2 to remove the excess of HCl. The reaction mixture is evaporated and the residue is distilled under diminished pressure yielding 12.9 g indanyl chloride. B.p. 95° C./1 mm Hg.

Workup

  1. additionis introduced
  2. customto remove the excess of HCl
  3. customThe reaction mixture is evaporated
  4. distillationthe residue is distilled under diminished pressure

Sources & evidence

ORD record
ord-aaf69d7fe57a46a49d21ea27897a87b6
Source dataset
uspto-grants-1982_10
Patent number
US04352748

Linked notes

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