Triethylamine → HCID 54327415, compound

HRID 1975396Notes

Reaction equation

HRID 1975396 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-7cafb465e6f14499abe7474d1e128d89
Source dataset
uspto-grants-1994_02
Patent number
US05286742

Reaction notes

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