Dichloromethane → HCID 178509803, compound

HRID 1590018Notes

Reaction equation

HRID 1590018 reaction equation
C1C=CC(N=NC2C=CC(N)=NC=2N)=CC=1.Cl.[Cr](Cl)([O-])(=O)=O.ClCCl.[OH:26][CH2:27][C@H:28]1[CH2:33][CH2:32][C@H:31]([C:34]2[CH:41]=[CH:40][C:37]([C:38]#[N:39])=[CH:36][CH:35]=2)[CH2:30][CH2:29]1>C(OCC)C>[CH:27]([C@H:28]1[CH2:33][CH2:32][C@H:31]([C:34]2[CH:35]=[CH:36][C:37]([C:38]#[N:39])=[CH:40][CH:41]=2)[CH2:30][CH2:29]1)=[O:26]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 178479088HCID 178479088, compoundHCID 178509804HCID 178509804, compound

Product 1

HCID 178509803HCID 178509803, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Into a 3 l capacity three-necked flask were added pyridium chlorochromate (161.7 g, 0.75 mol) and dichloromethane(1,000 ml), followed by agitating these, adding a dichloromethane solution (800 ml) of 4-{trans-4'-(hydroxymethyl]cyclohexyl}benzonitrile(107.6 g, 0.5 mol) at 20° C., agitating these for 90 minutes while keeping the temperature at 20° C., adding diethyl ether (1,500 ml), decanting the supernatant, passing the supernatant through a Florisil (trademark of the Floridin Company) column, concentrating under reduced pressure to obtain the captioned compound (101.2 g). Its structure was confirmed according to NMR spectra.

Workup

  1. stirringagitating these for 90 minutes
  2. customat 20° C.
  3. customdecanting the supernatant
  4. concentrationconcentrating under reduced pressure

Sources & evidence

ORD record
ord-6a1aa5d085c3405392eb4b1ae56e5abd
Source dataset
uspto-grants-1993_04
Patent number
US05202055

Reaction notes

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