HCID 67865707, compound → HCID 67865747, compound

HRID 2249113Notes

Reaction equation

HRID 2249113 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[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1)[CH3:2].[H][H]>[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[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1)[CH3:25]

Participants

5

Reactant 2

HCID 67865707HCID 67865707, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67865747HCID 67865747, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of α, α-diethoxymethyl-β-nitro-1-naphthalenepropanol (7.75 g) and Raney nickel (0.8 g) in isopropanol (100 ml) was stirred under hydrogen at atmospheric pressure until hydrogen absorption stopped. The mixture was then degased for 15 minutes in vacuo and filtered through celite. The filtrate was evaporated in vacuo to yield α, α-diethoxymethyl-β-amino-1-naphthalenepropanol (6.37 g) as an oil.

Workup

  1. customThe mixture was then degased for 15 minutes in vacuo
  2. filtrationfiltered through celite
  3. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-127efd426e2d4f9f9389eeeb436ca4d6
Source dataset
uspto-grants-1991_08
Patent number
US05041673

Reaction notes

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