Iodoethane → 5-Ethoxy-1-tetralone

HRID 719173Notes

Reaction equation

HRID 719173 reaction equation
[OH:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:12].[OH-].[Na+].[CH2:15](I)[CH3:16]>C(O)C.Cl>[CH2:15]([O:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][C:7]2=[O:12])[CH3:16]

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 14798Sodium HydroxideHCID 1199215-Hydroxy-1-tetralone

Product 1

HCID 218967975-Ethoxy-1-tetralone

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

A mixture of 5-hydroxy-1-tetralone (2.00 g) and sodium hydroxide (493 mg) was warmed in ethanol (40 mL) to 50° C. Ethyl iodide (3.94 mL) was then added and the reaction mixture was heated at reflux for 16 hours. The reaction mixture was diluted with 2N hydrochloric acid, extracted into ethyl acetate, dried and the solvent removed in vacuo to yield 5-ethoxy-1-tetralone as a white solid (2.06 g)

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureat reflux for 16 hours
  3. extractionextracted into ethyl acetate
  4. customdried
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-b0e0134a1c8b4877b7660496db6f4dc1
Source dataset
uspto-grants-2006_11
Patent number
US07132419B2

Reaction notes

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