Trityl chloride → HCID 14547397, compound

HRID 543127Notes

Reaction equation

HRID 543127 reaction equation
[C:1]1([C:7](Cl)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O:21]=[C:22]1[N:27]2[CH2:28][CH2:29][CH2:30][C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[CH:26]2[CH2:25][NH:24][CH2:23]1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[C:1]1([C:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:24]2[CH2:23][C:22](=[O:21])[N:27]3[CH2:28][CH2:29][CH2:30][C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=4[CH:26]3[CH2:25]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 14547364HCID 14547364, compound

Product 1

HCID 14547397HCID 14547397, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Triphenylmethyl chloride (0.47 g) was added to a mixture of 4-oxo-1,2,3,4,6,7,8,12b-octahydropyrazino[2,1-a][2]benzazepine (0.31 g) and triethylamine (0.25 ml) in chloroform (25 ml, ethanol-free) at 0°. The mixture was maintained at 0° for 30 min then at room temperature for 90 min. The solution was washed with saturated sodium bicarbonate solution, dried (MgSO4) and evaporated. The residue was purified by column chromatography (SiO2, Et2O) to give the title compound (0.66 g, 100%) as a white powder.

Workup

  1. temperatureThe mixture was maintained at 0° for 30 min
  2. washThe solution was washed with saturated sodium bicarbonate solution
  3. dry with materialdried (MgSO4)
  4. customevaporated
  5. customThe residue was purified by column chromatography (SiO2, Et2O)

Sources & evidence

ORD record
ord-18eb00660b8b43b6889d33562a551eac
Source dataset
uspto-grants-1987_04
Patent number
US04661489

Reaction notes

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