HCID 14800667, compound → HCID 14995018, compound

HRID 729038Notes

Reaction equation

HRID 729038 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)benzylalcohol.

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-e0bdaa34de7742ff9eb68ce6a3bcf706
Source dataset
uspto-grants-1991_09
Patent number
US05051427

Reaction notes

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