Diethyl Ether → 4-Phenoxybenzene-1-sulfonyl chloride

HRID 2422933Notes

Reaction equation

HRID 2422933 reaction equation
[O:1]([C:8]1[CH:13]=[CH:12][C:11]([S:14]([OH:17])(=O)=[O:15])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OCC)C.S(Cl)([Cl:25])=O>CN(C=O)C>[O:1]([C:8]1[CH:13]=[CH:12][C:11]([S:14]([Cl:25])(=[O:17])=[O:15])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 24386Thionyl ChlorideHCID 110815014-phenoxybenzenesulfonic Acid

Product 1

HCID 27947564-Phenoxybenzene-1-sulfonyl chloride

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideCatalyst

Procedure

A solution of 4-phenoxybenzenesulfonic acid (3.14 g, 12.64 mmol) in thionyl chloride (9 ml) was refluxed for 4 h in presence of DMF (2 drops). After cooling to room temperature, diethyl ether (20 ml) was added and the resulting white solid was separated by filtration. The filtered solution was evaporated in vacuo to give 4-phenoxybenzenesulfonyl chloride as a brown oil which was used in the next step without further purification.

Workup

  1. customthe resulting white solid was separated by filtration
  2. customThe filtered solution was evaporated in vacuo

Sources & evidence

ORD record
ord-ab646445b66943c681dbac5d16f8a881
Source dataset
uspto-grants-2011_06
Patent number
US07960434B2

Reaction notes

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