Hydrochloric Acid → HCID 118413261, compound

HRID 1485913Notes

Reaction equation

HRID 1485913 reaction equation
[OH:1][C:2]1[C:3]([CH3:14])=[C:4]2[C:8](=[CH:9][C:10]=1[CH3:11])[C:7](=O)[CH:6]([CH3:13])[CH2:5]2.[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl>C1COCC1>[CH3:13][C:6]1[CH2:5][C:4]2[C:8]([CH:7]=1)=[CH:9][C:10]([CH3:11])=[C:2]([OH:1])[C:3]=2[CH3:14]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 118413260HCID 118413260, compound

Product 1

HCID 118413261HCID 118413261, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Suspension of 5-hydroxy-2,4,6-trimethylindan-1-one (4.74 g, 24.9 mmol) in THF (30 ml) was added at 0° C. to suspension of LiAlH4 (0.94 g, 24.9 mmol) in THF (50 ml). The mixture was allowed to warm to room temperature, stirred for 2 h. 5% HCl (20 ml) was added, resulting mixture was extracted by CH2Cl2 (4×50 ml), combined organic fraction was washed by water, dried over MgSO4, passed through silica gel, and evaporated. Residue was washed by cold pentane and dried in vacuo. The yield 3.75 g (86%).

Workup

  1. customresulting mixture
  2. extractionwas extracted by CH2Cl2 (4×50 ml)
  3. washwas washed by water
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. washResidue was washed by cold pentane
  7. customdried in vacuo

Sources & evidence

ORD record
ord-9d5c47f6815249db91c21dfeed7ad1ce
Source dataset
uspto-grants-2016_08
Patent number
US09422380B2

Reaction notes

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