Ethyl dichloroacetate → HCID 23312133, compound

HRID 745792Notes

Reaction equation

HRID 745792 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[CH:12]=[C:13]([OH:19])[C:14]([OH:18])=[CH:15][C:16]=2[CH3:17])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C([O:22][C:23](=[O:27])[CH:24](Cl)Cl)C.C(=O)([O-])[O-].[K+].[K+].[OH-].[Na+]>CO.COCCOC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:11]2[C:16]([CH3:17])=[CH:15][C:14]3[O:18][CH:24]([C:23]([OH:27])=[O:22])[O:19][C:13]=3[CH:12]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

7

Reactant 4

HCID 10808Ethyl dichloroacetateHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 23312124HCID 23312124, compound

Product 1

HCID 23312133HCID 23312133, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

In a manner analogous to that described in Example 4, using 25.0 g (83.7 mmol) of 4-(4-chlorophenylsulphonyl)-5-methyl-1,2-benzenediol, 13.2 g (83.7 mmol) of dichloroacetic acid ethyl ester, 57 g (418 mmol) of potassium carbonate and 220 ml of 1,2-dimethoxyethane, with subsequent hydrolysis with sodium hydroxide solution in methanol, the desired 5-(4-chlorophenylsulphonyl)-6-methyl-1,3-benzodioxole-2-carboxylic acid is obtained in the form of white crystals having a melting point of 169°-171° (from 1,2-dichloroethane).

Sources & evidence

ORD record
ord-bb0fc914a52c4ef19e2e71629eeecb9a
Source dataset
uspto-grants-1986_07
Patent number
US04600709

Reaction notes

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