Hydrochloric Acid → HCID 21506230, compound

HRID 1287678Notes

Reaction equation

HRID 1287678 reaction equation
[Cl:1][CH:2]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:11]([Cl:21])[CH:10]=1)[C:3]([O:5]CC)=[O:4].Cl>C(O)(=O)C>[Cl:1][CH:2]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]2[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]2)=[C:11]([Cl:21])[CH:10]=1)[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 21506283HCID 21506283, compound

Product 1

HCID 21506230HCID 21506230, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 54.8 g. (0.167 moles) of the ethyl α-chloro-β-(3-chloro-4-cyclohexylphenyl)propionate and 160 ml. of glacial acetic acid containing 40 ml. of 37% hydrochloric acid is refluxed for 20 hours. The mixture is concentrated under reduced pressure to give a gummy residue. The latter material is dissolved in 300 ml. of n-hexane, washed with ice-cold water (100 ml. total), dried over sodium sulfate and filtered. The hexane is removed to give α-chloro-β-(3-chloro-4-cyclohexylphenyl)propionic acid.

Workup

  1. additionA mixture of 54.8 g
  2. concentrationThe mixture is concentrated under reduced pressure
  3. customto give a gummy residue
  4. dissolutionThe latter material is dissolved in 300 ml
  5. washof n-hexane, washed with ice-cold water (100 ml. total)
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customThe hexane is removed

Sources & evidence

ORD record
ord-3ccb9ca7bd704658994529fff8f48ed9
Source dataset
uspto-grants-1976_10
Patent number
US03985788

Reaction notes

Loading…