Methyl iodide → HCID 59621299, compound

HRID 541466Notes

Reaction equation

HRID 541466 reaction equation
[CH2:1]=[CH:2][CH2:3][CH:4]([OH:8])[CH2:5][CH:6]=[CH2:7].I[CH3:10].[H-].[Na+]>O1CCCC1>[CH3:10][O:8][CH:4]([CH2:5][CH:6]=[CH2:7])[CH2:3][CH:2]=[CH2:1]

Participants

5

Conditions

Temperature
0 °C

Procedure

Into a round-bottom flask, was placed a solution of hepta-1,6-dien-4-ol (2.00 g, 17.8 mmol, 1.00 equiv) and iodomethane (5.00 g, 35.2 mmol, 2.00 equiv) in tetrahydrofuran (30 mL). The solution was cooled to 0° C. and sodium hydride (1.00 g, 25.0 mmol, 1.50 equiv, 60% in mineral oil) was added to the reaction in portions. The resulting mixture was stirred overnight at room temperature, then carefully quenched with water (5 mL) and diluted with of ether (30 mL). The organics was washed with brine (2×20 mL), dried (Na2SO4), filtered and concentrated in vacuo to obtain the title compound as a colorless oil (2.00 g, 84%).

Workup

  1. customInto a round-bottom flask, was placed
  2. customcarefully quenched with water (5 mL)
  3. additiondiluted with of ether (30 mL)
  4. washThe organics was washed with brine (2×20 mL)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-9ad9573a4637444c93af2d04673d9772
Source dataset
uspto-grants-2014_10
Patent number
US08871790B2

Reaction notes

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