Iodoethane → HCID 22490903, compound

HRID 2180554Notes

Reaction equation

HRID 2180554 reaction equation
[Br:1][C:2]1[C:3]([OH:14])=[CH:4][C:5]2[C:6]([CH3:13])([CH3:12])[CH2:7][CH2:8][CH2:9][C:10]=2[CH:11]=1.I[CH2:16][CH3:17].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5](=[CH:4][C:3]=1[O:14][CH2:16][CH3:17])[C:6]([CH3:12])([CH3:13])[CH2:7][CH2:8][CH2:9]2

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 22490886HCID 22490886, compound

Product 1

HCID 22490903HCID 22490903, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 3-bromo-8,8-dimethyl-5,6,7,8-tetrahydronaphthalen-2-ol (Compound A-2, 5.77 g, 22.62 mmol); iodoethane (7.2 mL, 90.5 mmol), and potassium carbonate (4.68 g, 34 mmol) in acetone (50 mL) was stirred at 70° C. overnight. The solvent was removed in vacuo. The residue was purified by column chromatography (silica gel, 2.5% ethyl acetate in hexane) to afford the title compound as a pale yellow oil.

Workup

  1. customThe solvent was removed in vacuo
  2. customThe residue was purified by column chromatography (silica gel, 2.5% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-a97d516d6c6c4453877cac370b20b4d9
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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