HCID 14800667, compound → HCID 14995018, compound

HRID 2073892Notes

Reaction equation

HRID 2073892 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:29]=[CH:28][C:16]([CH2:17][C:18]2[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=2)[C:21](OC)=[O:22])=[CH:15][CH:14]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:29]=[CH:28][C:16]([CH2:17][C:18]2[CH:19]=[C:20]([CH:25]=[CH:26][CH:27]=2)[CH2:21][OH:22])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 14800667HCID 14800667, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 14995018HCID 14995018, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Methyl 3-(4-(2-quinolinylmethyloxy)benzyl)benzoate (0.002 mol) in tetrahydrofuran (50 ml) is added dropwise to a tetrahydrofuran (50 ml) suspension of lithium aluminium hydride (0.004 mol). After consumption of the ester, the remaining lithium aluminum hydride is quenched by the addition of water and filtration to remove the resulting salts. Evaporation of the solvent gives 3-(4-(2-quinolinylmethyloxy)benzyl)benzyl alcohol.

Workup

  1. customAfter consumption of the ester
  2. customthe remaining lithium aluminum hydride is quenched by the addition of water and filtration
  3. customto remove the resulting salts
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-714f48195d84496ba032af83e15a993f
Source dataset
uspto-grants-1990_04
Patent number
US04920133

Reaction notes

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