Hydrochloric Acid → 1-Phenyl-2-chloro-cyclohex-3-ene-carboxylic-acid-ethyl-ester

HRID 460769Notes

Reaction equation

HRID 460769 reaction equation
[CH2:1]([O:3][C:4]([C:6]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11][CH2:10][CH:9]=[CH:8][CH:7]1OC(=O)C)=[O:5])[CH3:2].[ClH:22]>C(O)C>[CH2:1]([O:3][C:4]([C:6]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:11][CH2:10][CH:9]=[CH:8][CH:7]1[Cl:22])=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 213945641-Phenyl-2-acetoxy-cyclohex-3-ene-1-carboxylic acid-ethyl-ester

Product 1

HCID 213945601-Phenyl-2-chloro-cyclohex-3-ene-carboxylic-acid-ethyl-ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

200 g of 1-phenyl-2-acetoxy-cyclohex-3-ene-1-carboxylic acid-ethyl-ester are dissolved in 1 liter of 96% ethanol. The solution is charged with 190 g of HCl gas and heated under reflux for 2 hrs. The solvent is removed and the residue directly fractionated in the vacuum. b.p.°,1 130° C. Yield: 169 g.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hrs
  3. customThe solvent is removed
  4. customb.p.°,1 130° C

Sources & evidence

ORD record
ord-564c88fd42a544399a84ff288f33291c
Source dataset
uspto-grants-1977_12
Patent number
US04061635

Reaction notes

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