Benzene sulphochloride → 4-{4-[(Benzenesulfonyl)oxy]benzenesulfonyl}phenyl benzenesulfonate

HRID 441285

Reaction equation

HRID 441285 reaction equation
[Na][Na].[OH:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.[S:20](Cl)([OH:23])(=[O:22])=O.[CH:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[C:25]1([S:20]([O:3][C:4]2[CH:5]=[CH:6][C:7]([S:10]([C:13]3[CH:18]=[CH:17][C:16]([O:19][S:10]([C:7]4[CH:8]=[CH:9][CH:4]=[CH:5][CH:6]=4)(=[O:12])=[O:11])=[CH:15][CH:14]=3)(=[O:12])=[O:11])=[CH:8][CH:9]=2)(=[O:23])=[O:22])[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

3

Procedure

Alternatively, the sulfonyl halide may be reacted with bisphenolate in the first stage in a molar ratio of more than 1:1 to 2:1 under the reaction conditions described. For example, if one mole of disodium-bis-(4-hydroxyphenyl)-sulfone is reacted with 2 moles of benzene sulfochloride, there is obtained bis-(4-phenylsulfonyloxyphenyl)-sulfone, which may then be condensed, in the subsequent polycondensation stage, again with one mole of disodium-bis-(4-hydroxyphenyl)-sulfone to form the polyether. This condensation is preferably carried out in a solvent which has already been used for the synthesis of the alkali metal salt. At a lower excess of sulfonyl halide, e.g. a ratio of from 1.5:1, there are obtained in the first stage mixtures of bis-(4-phenylsulfonyloxyphenol)-sulfone and the sodium salt of 4-(4-phenylsulfonyloxyphenyl-sullfone)-phenol, which may then be condensed with appropriately smaller quantities of disodium-bis-(4-hydroxyphenyl)-sulfone to form the polyethers.

Workup

  1. customunder the reaction conditions

Sources & evidence

ORD record
ord-574631361f7a48d3a99a60c47642163b
Source dataset
uspto-grants-1977_08
Patent number
US04039511

Linked notes

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