Beta-Alanine → 2-[2-Phenylethoxy]ethylidene propanedinitrile

HRID 963561Notes

Reaction equation

HRID 963561 reaction equation
NCCC(O)=O.[C:7]1([CH2:13][CH2:14][O:15][CH2:16][CH:17]=O)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:19](#[N:23])[CH2:20][C:21]#[N:22]>C(O)C>[C:7]1([CH2:13][CH2:14][O:15][CH2:16][CH:17]=[C:20]([C:19]#[N:23])[C:21]#[N:22])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 239Beta-AlanineHCID 8010MalononitrileHCID 162493Acetaldehyde, 2-(2-phenylethoxy)-

Product 1

HCID 190822262-[2-Phenylethoxy]ethylidene propanedinitrileYield 56.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

β-Alanine (0.6 g) was added to a solution of [2-phenylethoxy]acetaldehyde (8.0 g) and malononitrile (3.5 g) in ethanol (100 ml). The mixture was stirred at room temperature for 3 hours. The solid was filtered off, washed with fresh ethanol and dried to yield the subtitled compound (5.85 g, 54%).

Workup

  1. filtrationThe solid was filtered off
  2. washwashed with fresh ethanol
  3. customdried

Sources & evidence

ORD record
ord-79189e4339464638875f6fd1c6361d85
Source dataset
uspto-grants-1998_06
Patent number
US05763465

Reaction notes

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