Ammonium Chloride → HCID 23083060, compound

HRID 1948665Notes

Reaction equation

HRID 1948665 reaction equation
[CH3:1][C:2]1[C:7]([C:8](OC)=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:19].[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl-].[NH4+].[H][H]>C(OCC)C>[CH3:1][C:2]1[C:7]([CH2:8][OH:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:19]

Participants

6

Reactant 4

HCID 25517Ammonium Chloride2×HCID 21226445Aluminium lithium hydrideHCID 57413377HCID 57413377, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23083060HCID 23083060, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of the product from Step B (1 g, 3.93 mmol) in diethyl ether (20 ml) was carefully added lithium aluminum hydride (1.5 g, 3.93 mmol). The mixture was stirred at room temperature for 16 h. Saturated aqueous ammonium chloride solution was added dropwise until no hydrogen gas was being generated. A few more drops of saturated aqueous ammonium chloride solution was added and the mixture was stirred at room temperature for 30 min and filtered. The filtrate was dried on magnesium sulfate and concentrated to dryness to give the title compound as a colorless oil.

Workup

  1. stirringthe mixture was stirred at room temperature for 30 min
  2. filtrationfiltered
  3. customThe filtrate was dried on magnesium sulfate
  4. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-11c181171eb34a4ba0d9dee45593ae0f
Source dataset
uspto-grants-2013_03
Patent number
US08399507B2

Reaction notes

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