Triethylamine → HCID 54327415, compound

HRID 274736Notes

Reaction equation

HRID 274736 reaction equation
[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[Cl-].[Li+].C(N(CC)CC)C.O.[C:21]([O:24][CH2:25][CH3:26])(=[O:23])[CH3:22]>C(#N)C>[Cl:1][C:2]1[C:9]([Cl:10])=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[CH:22][C:21]([O:24][CH2:25][CH3:26])=[O:23]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 357452,3-DichlorobenzaldehydeHCID 433294Lithium ChlorideHCID 22728543Water ethylacetate

Product 1

HCID 54327415HCID 54327415, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2,3-dichlorobenzaldehyde (17.5 g, 0.1 mol), triethyl phosphonoacetate (22.4 g, 0.12 mol), lithium chloride (5.1 g, 0.12 mol) and triethylamine (17 mL, 0.12 mol) in acetonitrile is stirred at room temperature for 1 hour and diluted with a water/ethyl acetate mixture. The organic phase is separated, washed with water dried over anhydrous Na2SO4 and concentrated in vacuo to give the title product as a yellow solid (42 g).

Workup

  1. customThe organic phase is separated
  2. washwashed with water
  3. dry with materialdried over anhydrous Na2SO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-43d407e56c724130980a985c037a8b20
Source dataset
uspto-grants-1995_02
Patent number
US05389669

Reaction notes

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