Aluminium lithium hydride → HCID 21519463, compound

HRID 1283181Notes

Reaction equation

HRID 1283181 reaction equation
C[O:2][C:3]([C:5]1[C:10]([CH3:12])([CH3:11])[CH2:9][C:8]([O:13][CH2:14][CH3:15])=[CH:7][C:6]=1[CH3:16])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OCC)C>[CH3:16][C:6]1[CH:7]=[C:8]([O:13][CH2:14][CH3:15])[CH2:9][C:10]([CH3:12])([CH3:11])[C:5]=1[CH2:3][OH:2]

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 53641044HCID 53641044, compound

Product 1

HCID 21519463HCID 21519463, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

250 g. of crude 2,6,6-trimethyl-4-ethoxy-1,3-cyclohexadien-1-carboxylic acid methyl ester, prepared in Example 3, was added over a 1-hour period to a suspension of 50 g. of lithium aluminum hydride in 1 l. of diethyl ether at a temperature of 10°-15°. Stirring of the reaction mixture at this temperature was continued for an additional 4 hours. The reaction mixture after this period was quenched by slow addition of 250 ml. of water while the temperature was kept below 15°. The inorganic material was filtered by suction and the filtrate was washed well with diethyl ether. The filtrate was dried over sodium sulfate and concentrated under vacuum at 20°-30° to yield crude 2,6,6-trimethyl-4-ethoxy-1,3-cyclohexadien-1-methanol as a viscous oil.

Workup

  1. additionwas added over a 1-hour period to a suspension of 50 g
  2. customat a temperature of 10°-15°
  3. customThe reaction mixture after this period was quenched by slow addition of 250 ml
  4. customwas kept below 15°
  5. filtrationThe inorganic material was filtered by suction
  6. washthe filtrate was washed well with diethyl ether
  7. dry with materialThe filtrate was dried over sodium sulfate
  8. concentrationconcentrated under vacuum at 20°-30°

Sources & evidence

ORD record
ord-dfcfbacc548542cfa16c6f7248cd9dd6
Source dataset
uspto-grants-1976_08
Patent number
US03974181

Reaction notes

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