Dichloromethane → HCID 86602284, compound

HRID 2275616Notes

Reaction equation

HRID 2275616 reaction equation
[O:1]=[O+][O-].[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2([C:15]#[N:16])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1)=C.C(Cl)Cl>>[CH:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2([C:15]#[N:16])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1)=[O:1]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 24823OzoneHCID 666626411-(4-Vinylphenyl)cyclopropanecarbonitrile

Product 1

HCID 86602284HCID 86602284, compound

Procedure

Ozone was bubbled through a solution of 1-(4-vinylphenyl)cyclopropanecarbonitrile (1.8 g, 0.011 mol) in methylene chloride (40 mL, 0.6 mol) at −78° C. until a blue color appeared and then nitrogen was bubbled through the solution for 10 minutes. Methyl sulfide was added and the mixture was stirred overnight. The mixture was washed with water and brine successively, dried, and concentrated to give the desired product.

Workup

  1. customnitrogen was bubbled through the solution for 10 minutes
  2. additionMethyl sulfide was added
  3. washThe mixture was washed with water and brine successively
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-f77a692be1b64b36bfb840f854e04203
Source dataset
uspto-grants-2015_09
Patent number
US09126927B2

Reaction notes

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