2-Methylbenzenesulfonic acid → 4-(Hexylthio)phenol

HRID 65566

Reaction equation

HRID 65566 reaction equation
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[C:9]1(C)[C:10](S(O)(=O)=O)=[CH:11][CH:12]=[CH:13][CH:14]=1.CC(CCC)=C.C([O-])([O-])=O.[Na+].[Na+]>O>[CH2:11]([S:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1)[CH2:10][CH2:9][CH2:14][CH2:13][CH3:12]

Participants

6

Reactant 4

HCID 69252-Methylbenzenesulfonic acidHCID 10340Sodium CarbonateHCID 129862-Methyl-1-penteneHCID 2401474-Mercaptophenol

Product 1

HCID 200863104-(Hexylthio)phenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A 4-(hexylthio)phenol was prepared as follows. In a one liter flask equipped with thermometer, stirring rod and water condenser was added 126 grams of 4-mercaptophenol and 7 grams of toluenesulfonic acid. The flask contents were heated to 60° C. and 93 grams of 2-methyl-1-pentene were added over a fifty minute period. The flask contents were neutralized with 9 grams of Na2CO3 in aqueous solution and decanted. The reaction product was stripped to a pot temperature of 80° C. at 20 millimeters of mercury. It weighed 216 grams.

Workup

  1. customIn a one liter flask equipped with thermometer
  2. customdecanted
  3. customwas stripped to a pot temperature of 80° C. at 20 millimeters of mercury

Sources & evidence

ORD record
ord-ab70397f3e6949cf95fb20215605e801
Source dataset
uspto-grants-1978_12
Patent number
US04128530

Linked notes

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