Iodine → HCID 20515170, compound

HRID 26546Notes

Reaction equation

HRID 26546 reaction equation
[CH:1]1([C:7]2C=[CH:11][C:10]([C:13](=[O:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.II.[Cl:22]Cl.[C:24]([Cl:28])(Cl)(Cl)Cl>>[Cl:22][C:8]1[CH:9]=[C:10]([C:13](=[O:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:11]=[C:24]([Cl:28])[C:7]=1[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 807IodineHCID 5943Carbon Tetrachloride2×HCID 24526ChlorineHCID 12939849HCID 12939849, compound

Product 1

HCID 20515170HCID 20515170, compound

Conditions

Temperature
0 °C

Procedure

Ethyl p-cyclohexylphenylglyoxylate, 49.5 g. (0.19 mole) and 6.1 g. of iodine are dissolved in 100 ml. of carbon tetrachloride. To this solution is added a solution of 56.7 g. (0.8 mole) of chlorine dissolved in 500 ml. of carbon tetrachloride over a period of 3 hours. During the addition, the temperature of the reaction mixture is maintained at 0° C. The mixture is stirred for 3 hours and allowed to stand with gradual warming to room temperature over 30 hours. The solvent is removed in vacuo. The residue is fractionally distilled to obtain ethyl 3,5-dichloro-4-cyclohexylphenylglyoxylate.

Workup

  1. additionTo this solution is added a solution of 56.7 g
  2. additionDuring the addition
  3. temperaturewith gradual warming to room temperature over 30 hours
  4. customThe solvent is removed in vacuo
  5. distillationThe residue is fractionally distilled

Sources & evidence

ORD record
ord-84ca3aebe1814c88ba37e42ba26860be
Source dataset
uspto-grants-1979_04
Patent number
US04150148

Reaction notes

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