HCID 11263973, compound → HCID 59463790, compound

HRID 1713343Notes

Reaction equation

HRID 1713343 reaction equation
[CH3:1][C:2]1([CH2:12][CH:13]=[O:14])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][CH2:4][CH2:3]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[CH3:1][C:2]1([CH2:12][CH2:13][OH:14])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[O:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 11263973HCID 11263973, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 59463790HCID 59463790, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a chilled (0° C.) solution of 3 g (16 mmol) of (4-methylchroman-4-yl)acetaldehyde in 30 mL of anhydrous tetrahydrofuran was added 0.3 g (8 mmol) LiAlH4 in one portion. The mixture was then warmed to room temperature and stirred for 30 minutes. The reaction was cooled to 0° C. and carefully quenched with a few drops of water. The reaction was warmed to room temperature, dried over magnesium sulfate, filtered through diamataceous earth and concentrated in vacuo to afford 2.8 g (93%) of 2-(4-methylchroman-4-yl)ethanol as an oil.

Workup

  1. temperatureThe reaction was cooled to 0° C.
  2. customcarefully quenched with a few drops of water
  3. temperatureThe reaction was warmed to room temperature
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered through diamataceous earth
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-45dd59c882f049a89f7f3feb670e9288
Source dataset
uspto-grants-2010_09
Patent number
US07795272B2

Reaction notes

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