Water → HCID 54360967, compound

HRID 611434Notes

Reaction equation

HRID 611434 reaction equation
[OH-].[K+].[SH:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Br[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][OH:23].O>C(O)C>[OH:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][S:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 7416311-Bromo-1-undecanolHCID 2401474-Mercaptophenol

Product 1

HCID 54360967HCID 54360967, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

1.45 g of 85% potassium hydroxide was dissolved in 100 ml of ethanol at room temperature. 2.78 g of 4-mercaptophenol was then added to the above-prepared solution, and dissolved therein. To the above prepared reaction mixture, 5.0 g of 11-bromo-1-undecanol was added, and the reaction mixture was allowed to react for 3 hours under the condition that the ethanol was refluxed. The thus obtained reaction mixture was cooled to room temperature, and concentrated by use of a rotary evaporator. The concentrated reaction mixture was poured into 500 ml of water, followed by vigorous stirring. Thus, a white solid separated out. The resultant white solid was recrystallized from a mixed solvent of ethyl acetate and hexane, so that 4.5 g of 4-(11-hydroxyundecylmercapto) phenol was obtained.

Workup

  1. dissolutiondissolved
  2. customTo the above prepared
  3. additionwas added
  4. temperaturewas refluxed
  5. customThe thus obtained reaction mixture
  6. concentrationconcentrated by use of a rotary evaporator
  7. customThe concentrated reaction mixture
  8. customThus, a white solid separated out
  9. customThe resultant white solid was recrystallized from a mixed solvent of ethyl acetate and hexane, so that 4.5 g of 4-(11-hydroxyundecylmercapto) phenol
  10. customwas obtained

Sources & evidence

ORD record
ord-2387e90b77a14710ae899fb3aeebdf86
Source dataset
uspto-grants-1999_12
Patent number
US06001159

Reaction notes

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