HCID 67865703, compound → HCID 67866588, compound

HRID 1030640Notes

Reaction equation

HRID 1030640 reaction equation
[CH2:1]([O:3][CH2:4][C:5]([CH2:22][O:23][CH2:24][CH3:25])([OH:21])[CH:6]([N+:18]([O-])=O)[CH2:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)[CH3:2]>[Ni].C(O)(C)C>[CH2:24]([O:23][CH2:22][C:5]([CH2:4][O:3][CH2:1][CH3:2])([OH:21])[CH:6]([NH2:18])[CH2:7][C:8]1[CH:17]=[CH:16][C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[CH:9]=1)[CH3:25]

Participants

4

Reactant 1

HCID 67865703HCID 67865703, compound

Product 1

HCID 67866588HCID 67866588, compoundYield 85.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of α,α-diethoxymethyl-β-nitro-2-naphthalenepropanol (4.7 g) and Raney nickel in isopropanol (80 ml) was stirred under hydrogen at atmospheric pressure. When absorption of hydrogen was complete the mixture was degased in vacuo for 15 minutes and filtered through celite. Evaporation of the solvent in vacuo yielded α,α-diethoxymethyl-β-amino-2-naphthalenepropanol (3.69 g) as an oil.

Workup

  1. customWhen absorption of hydrogen
  2. customwas degased in vacuo for 15 minutes
  3. filtrationfiltered through celite
  4. customEvaporation of the solvent in vacuo

Sources & evidence

ORD record
ord-d1dcfef3253042e9a9a8959b57b32ad1
Source dataset
uspto-grants-1992_04
Patent number
US05106861

Reaction notes

Loading…