Reaction #1178392

ord-8fcea9b2b3484c78947b2974da5cd3bc

Reaction equation

Cl
hydrochloric acid
OC1Cc2ccccc2C1
2-hydroxyindane
C=O
paraformaldehyde
[Ca+2].[Cl-].[Cl-]
calcium chloride
ClCOC1Cc2ccccc2C1
chloromethyl(2-indanyl)ether
Yield 100.3%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.STIRRINGthe reaction mixture was agitated for 16 hours
  2. 2
    OtherAfter separated an organic layer from the mixture
  3. 3
    Otherthe solvent was removed by distillation

Procedure

A mixture of 134 g of 2-hydroxyindane, 36.1 g of paraformaldehyde, 200 g of calcium chloride, and 1200 g of methylene chloride was agitated. Into the mixture was dropped 239 g of a concentrated hydrochloric acid at room temperature for 3 hours, and then the reaction mixture was agitated for 16 hours. After separated an organic layer from the mixture, the solvent was removed by distillation to obtain 183 g of chloromethyl(2-indanyl)ether as an oily matter.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08129086B2uspto-grants-2012_03