Water → HCID 14368435, compound

HRID 1762190Notes

Reaction equation

HRID 1762190 reaction equation
[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][C:13]([C:16](OCC)=[O:17])=[CH:12][CH:11]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.[Li].[H-].O>O1CCCC1>[NH2:1][C:2]1[C:7]([O:8][CH2:9][C:10]2[CH:11]=[CH:12][C:13]([CH2:16][OH:17])=[CH:14][CH:15]=2)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 166653HydrideHCID 3028194LithiumHCID 14368417HCID 14368417, compound

Product 1

HCID 14368435HCID 14368435, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-amino-3-(4-ethoxycarbonylbenzyloxy)pyridine (1.04 g) in tetrahydrofuran (15 ml) was added dropwise to a suspension of lithium alminum hydride (0.24 g) in tetrahydrofran (24 ml) with ice cooling over a period of 10 minutes. After being stirred for 1.5 hours at room temperature, the excess reagent was decomposed with a small amount of water and the resulting precipitates were filtered off by suction. The filtrate was evaporated in vacuo and the crystalline residue was washed with diethyl ether to give 2-amino-3-(4-hydroxymethylbenzyloxy)pyridine (0.79 g).

Workup

  1. customthe resulting precipitates
  2. filtrationwere filtered off by suction
  3. customThe filtrate was evaporated in vacuo
  4. washthe crystalline residue was washed with diethyl ether

Sources & evidence

ORD record
ord-1f2b9974be304ac08d2e9e8095d139b0
Source dataset
uspto-grants-1989_05
Patent number
US04831041

Reaction notes

Loading…