Thiophenol → HCID 13838792, compound

HRID 1112403Notes

Reaction equation

HRID 1112403 reaction equation
ClCl.[CH2:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)[CH3:4].[C:12]1([SH:18])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>ClCCl>[CH2:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([S:18][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=1)[CH3:4]

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 24526ChlorineHCID 312424-Ethylphenol

Product 1

HCID 13838792HCID 13838792, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Chlorine gas was passed into a stirred, cooled (0° C.) solution of 4-ethylphenol (30.5g) and thiophenol (22g) in dichloromethane (100ml) for 3 hours. The solution was stirred overnight at room temperature the solvent was distilled off on a rotary evaporator and the residual oil was distilled, the product being in the higher boiling fraction (160°-180° C. at about 0.5 cm Hg). This fraction was chromatographed on a silica column, being eluted with hexane progressively enriched with chloroform to give the title compound (12.5g), as a clear liquid, nD23 =1.6130.

Workup

  1. distillationwas distilled off on a rotary evaporator
  2. distillationthe residual oil was distilled
  3. custombeing in the higher boiling fraction (160°-180° C. at about 0.5 cm Hg)
  4. customThis fraction was chromatographed on a silica column
  5. washbeing eluted with hexane

Sources & evidence

ORD record
ord-6f1e4f27298f4d89ac132b1b6ac401bb
Source dataset
uspto-grants-1978_10
Patent number
US04122194

Reaction notes

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