Diethyl Ether → HCID 10352231, compound

HRID 2055325Notes

Reaction equation

HRID 2055325 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([CH:7]=O)=[CH:3][CH:2]=1.[OH-:9].[Li+].[CH3:11][CH2:12][O:13][CH2:14][CH3:15]>>[N:1]1[CH:2]=[CH:3][C:4](/[CH:7]=[CH:11]/[C:12]([O:13][CH2:14][CH3:15])=[O:9])=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 3939Lithium HydroxideHCID 133894-Pyridinecarboxaldehyde

Product 1

HCID 10352231HCID 10352231, compound

Procedure

To a solution of 4-pyridinecarboxaldehyde (67 ml, 700 mmol) and triethyl phosphonacetate (152 ml, 770 mmol) in THE (200 ml) at room temperature was added lithium hydroxide (32.4 g, 770 mmol). After 18 hours ether (500 ml) was added and the solution was washed with sodium hydrogen carbonate, brine and concentrated to give a white solid. Yield 102.1 g (83%). NMR: 8.62 (d, 2H), 7.60 (d, 1H), 7.35 (d, 2H), 6.59 (d, 1H), 4.30 (q, 2H), 1.35 (t, 3H); m/z 178.3.

Workup

  1. washthe solution was washed with sodium hydrogen carbonate, brine
  2. concentrationconcentrated
  3. customto give a white solid

Sources & evidence

ORD record
ord-6d8565a294064e739a37ada62464fd9d
Source dataset
uspto-grants-2008_02
Patent number
US07332492B2

Reaction notes

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