Hydrochloric Acid → HCID 67126442, compound

HRID 1848815Notes

Reaction equation

HRID 1848815 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][C:12]([CH3:15])([CH3:14])[O:11][CH2:10][C:9]=2[C:16](OC)=[O:17])=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].Cl>CCOCC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][C:12]([CH3:14])([CH3:15])[O:11][CH2:10][C:9]=2[CH2:16][OH:17])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 21226445Aluminium lithium hydrideHCID 67126522HCID 67126522, compound

Product 1

HCID 67126442HCID 67126442, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of EXAMPLE 38C (1.6 g) in ether (20 mL) was added LiAlH4 (1.2 g). The mixture was stirred at room temperature for 4 hours. The mixture was acidified carefully with 5% aqueous HCl and extracted with ethyl acetate (100 mL×3) and the combined organic layers were washed with water, brine and dried over Na2SO4. After filtration and evaporation of solvent, the crude product was loaded on a column and eluted with 10% ethyl acetate in hexane to give the product.

Workup

  1. extractionextracted with ethyl acetate (100 mL×3)
  2. washthe combined organic layers were washed with water, brine
  3. dry with materialdried over Na2SO4
  4. filtrationAfter filtration and evaporation of solvent
  5. washeluted with 10% ethyl acetate in hexane
  6. customto give the product

Sources & evidence

ORD record
ord-b0aa0493aca5493bb654ea54db920be4
Source dataset
uspto-grants-2015_02
Patent number
US08952157B2

Reaction notes

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