Triethylamine → HCID 70574986, compound

HRID 1278059Notes

Reaction equation

HRID 1278059 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#[N:8])=[CH:4][CH:3]=1.[CH2:11]([N:13](CC)[CH2:14][CH3:15])[CH3:12]>C(OCC)C>[C:7]([C:6](=[C:14]1[CH2:15][CH2:12][CH2:11][NH:13]1)[C:5]1[CH:9]=[CH:10][C:2]([Cl:1])=[CH:3][CH:4]=1)#[N:8]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 2415824-Chlorobenzyl cyanide

Product 1

HCID 70574986HCID 70574986, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Stir 106 g of 2-methoxypyrroline-1, 243.5 g of 4-chlorobenzylcyanide and 9 ml of triethylamine for 20 hours at 110°. After cooling, add 200 ml of diethyl ether thereto and filter off the formed precipitate (80.9 of the title compound). Distil off the solvent and the 4-chlorobenzylcyanide under a vacuum to obtain a further 42 g of the title compound (m.p. 135° to 137°) for a total yield of 122.9 g (52% of theory).

Workup

  1. temperatureAfter cooling
  2. filtrationfilter off the formed precipitate (80.9 of the title compound)
  3. customDistil off the solvent

Sources & evidence

ORD record
ord-38e7ad428fbd4aff8095f5d1a140cffe
Source dataset
uspto-grants-1981_07
Patent number
US04279918

Reaction notes

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