HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

Diethyl Ether → 2-(2,2-Dimethoxyethyl)nicotinonitrile

HRID 883903
Notes
Print preview

Reaction equation

HRID 883903 reaction equation
C[Si](C)(C)[C:3]#[C:4][C:5]1[N:12]=[CH:11][CH:10]=[CH:9][C:6]=1[C:7]#[N:8].[CH3:15][O-:16].[Na+].CC[O:20][CH2:21]C>CO>[CH3:15][O:16][CH:3]([O:20][CH3:21])[CH2:4][C:5]1[N:12]=[CH:11][CH:10]=[CH:9][C:6]=1[C:7]#[N:8]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 10942334Sodium MethoxideHCID 134111132-((Trimethylsilyl)ethynyl)nicotinonitrile

Product 1

HCID 134111172-(2,2-Dimethoxyethyl)nicotinonitrileYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product from Example 36a (1.62 g, 8.09 mmol) was reacted with sodium methoxide as a 25 wt % solution (8.74 g, 40.4 mmol) in methanol (5 mL) for two hours at 80° C. The crude product was isolated by extraction with ether, dried over MgSO4, filtered and concentrated under vacuum to give the title compound (1.46 g, 94%) sufficiently pure for use as isolated.

Workup

  1. dry with materialdried over MgSO4
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-13c054e9d72e41b8bf4b7e77113eca40
Source dataset
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08236950B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes