Hydrochloric Acid → HCID 22820170, compound

HRID 330618Notes

Reaction equation

HRID 330618 reaction equation
[OH-:1].[Na+].[CH3:3][C:4]([CH3:21])([C:17](=O)CCl)[CH:5](Cl)[CH:6]=[C:7]([Cl:15])[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1.Cl.[CH3:23][OH:24]>>[Cl:15]/[C:7](/[C:8]1[CH:9]=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=1)=[CH:6]\[C:5]1([C:23]([OH:24])=[O:1])[CH2:21][C:4]1([CH3:3])[CH3:17]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 53684157HCID 53684157, compound

Product 1

HCID 22820170HCID 22820170, compound

Procedure

10 g (0.11 mol) of 45% strength sodium hydroxide solution are added dropwise at 20° to 25° C. during the course of 30 minutes to a suspension of 7 g (0.02 mol) of 4,4-di-methyl-1,3-dichloro-6-chloro-1-(4-chlorophenyl)-hex-1-en-5-one in 20 ml of methanol. The reaction is subsequently stirred for 3 hours at 35° to 40° C. After neutralization using concentrated hydrochloric acid, the main amount of methanol is removed by evaporation in vacuo. The solution remaining is adjusted to pH 3 using concentrated hydrochloric acid, extracted using toluene at 40° C. and the solvent is stripped off. 5.36 g (94% of theory) of cis/trans-3-(Z-2-chloro-2-(4-chlorophenyl)-vinyl-2,2-dimethylcyclopropanecarboxylic acid are obtained.

Workup

  1. customthe main amount of methanol is removed by evaporation in vacuo
  2. extractionextracted
  3. customat 40° C.

Sources & evidence

ORD record
ord-58882c9e8f014b5c82e7951c2f8f7011
Source dataset
uspto-grants-1990_01
Patent number
US04897505

Reaction notes

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