Benzaldehyde → HCID 570179, compound

HRID 1979642Notes

Reaction equation

HRID 1979642 reaction equation
[CH:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:9]1[C:18]2[CH2:17][CH2:16][CH2:15][CH2:14][C:13]=2[N:12]=[CH:11][CH:10]=1>>[C:1]([C:10]1[CH:11]=[N:12][C:13]2[CH2:14][CH2:15][CH2:16][CH2:17][C:18]=2[N:9]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 368225,6,7,8-Tetrahydroquinoxaline

Product 1

HCID 570179HCID 570179, compoundYield 6%

Procedure

The reaction of benzaldehyde and 5,6,7,8-tetrahydroquinoxaline is carried out on the same molar scale and in the same manner as described in Example V. The crude reaction product is submitted to bulb-to-bulb distillation [oven temp. ~60° C. (0.1 mm Hg)] to remove volatiles. Column chromatography (30 g silica gel developed in 3% acetone/hexane), followed by high performance liquid chromatography (Magnum®9, Partisil®10, developed in 4% acetone/2,2,4 trimethylpentane) provides 6% yield of 2-benzoyl-5,6,7,8-tetrahydroquinoxaline as a solid (m.p. 61.5°-63.5° C.). The structure is confirmed by IR and NMR spectroscopy, and by elemental analysis.

Workup

  1. customThe crude reaction product
  2. distillationis submitted to bulb-to-bulb distillation [oven temp. ~60° C. (0.1 mm Hg)]
  3. customto remove volatiles

Sources & evidence

ORD record
ord-2d087ace270a4e8d82ca509c12d7376b
Source dataset
uspto-grants-1984_11
Patent number
US04481957

Reaction notes

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