HCID 67865707, compound → HCID 67865747, compound

HRID 1030645Notes

Reaction equation

HRID 1030645 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-2c02bf8343444228822c2fa753595d3c
Source dataset
uspto-grants-1992_04
Patent number
US05106861

Reaction notes

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