Phosphorus pentachloride → HCID 21506288, compound

HRID 1287677Notes

Reaction equation

HRID 1287677 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:5]=[C:6]([Cl:14])[C:7]=1[CH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.P(Cl)(Cl)(Cl)(Cl)[Cl:23]>C1C=CC=CC=1>[Cl:23][CH:16]([CH2:15][C:4]1[CH:3]=[C:2]([Cl:1])[C:7]([CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[C:6]([Cl:14])[CH:5]=1)[C:17]([O:19][CH2:20][CH3:21])=[O:18]

Participants

4

Reactant 2

HCID 24819Phosphorus pentachlorideHCID 21506268HCID 21506268, compound

Product 1

HCID 21506288HCID 21506288, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a mixture of 23.8 g. (0.077 moles) of ethyl β-(3,5-dichloro-4-cyclohexylphenyl)propionate in 35 ml. of benzene is added 19.2 g. (0.092 moles) of phosphorous pentachloride in small portions over 11/2 hours. The mixture is stirred for 20 hours and then poured into an ice-cold mixture. The reaction mixture is extracted with petroleum ether which is then washed with cold 10% sodium bicarbonate solution followed by water. On drying, the mixture is evaporated in vacuo to ethyl α-chloro-β-(3,5-dichloro-4-cyclohexylphenyl)propionate.

Workup

  1. additionTo a mixture of 23.8 g
  2. custom2 hours
  3. extractionThe reaction mixture is extracted with petroleum ether which
  4. washis then washed with cold 10% sodium bicarbonate solution
  5. customOn drying
  6. customthe mixture is evaporated in vacuo to ethyl α-chloro-β-(3,5-dichloro-4-cyclohexylphenyl)propionate

Sources & evidence

ORD record
ord-b072654243dc468fb7940eef3678269a
Source dataset
uspto-grants-1976_10
Patent number
US03985788

Reaction notes

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