HCID 53867389, compound → HCID 22145177, compound

HRID 2232605Notes

Reaction equation

HRID 2232605 reaction equation
[CH2:1]([O:3][CH:4]([O:10][CH2:11]C)[CH:5]([NH2:9])[CH2:6][CH2:7]C)C.COC(OC)C(C#N)C>CO.[Ni]>[CH3:1][O:3][CH:4]([O:10][CH3:11])[CH:5]([NH2:9])[CH2:6][CH3:7]

Participants

5

Reactant 2

HCID 53867389HCID 53867389, compoundHCID 79006390HCID 79006390, compound

Product 1

HCID 22145177HCID 22145177, compoundYield 77.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

This reaction was run as for aminopentanal diethyl acetal [Example 15(c)(ii)] using MeOH as solvent (160 mL), 7.8 g of Raney nickel and 25 g (0.194 mol) of cyanopropionaldehyde dimethyl acetal. (H2 consumption 113% of theoretical after 3.5 hr. ) The product after concentration at reduced pressure analyzed as an essentially pure single component at 3.40 min by gc (20 g, 77.5% yield).

Workup

  1. custom(H2 consumption 113% of theoretical after 3.5 hr. ) The product
  2. concentrationafter concentration at reduced pressure

Sources & evidence

ORD record
ord-df529ba5202b4274b54dcb9c9e64626b
Source dataset
uspto-grants-1988_11
Patent number
US04788288

Reaction notes

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