Ethyl Acetate → HCID 86751102, compound

HRID 266034Notes

Reaction equation

HRID 266034 reaction equation
OCC[N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH:5]1[C:10]1[CH:23]=[C:22](C)[C:21]2[C:20](=[O:25])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:26])[C:12]=2[C:11]=1[CH3:27].C(N(C(C)C)C(C)C)C.C([N:40](C(C)C)[P:41](Cl)(C)=[O:42])(C)C.C([O:50]C(=O)C)C>C(Cl)Cl>[CH3:5][C:10]1[CH:23]=[CH:22][C:21]2[C:20](=[O:25])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:13](=[O:26])[C:12]=2[C:11]=1[CH3:27].[P:41]([NH2:40])([O-:42])[O:50][N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 81531DiisopropylethylamineHCID 602795HCID 602795, compoundHCID 86751103HCID 86751103, compound

Product 1

HCID 86751102HCID 86751102, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1-(1-[2-hydroxyethyl)piperazinyl-1,4-dimethylanthraquinone (1 mmol) is dissolved in CH2Cl2 (2 mL), and N-ethyldiisopropylamine (760 μL, 4 mmol) and N,N-diisopropylmethylphosphonamidic chloride (194 μL, 1 mmol) are added. After 30 min., the solution is poured into ethylacetate (5 mL, previously washed with 2×5 mL of 5% NaHCO3, and 2×5 mL of saturated NaCl). The ethylacetate phase is dried over Na2SO4 and evaporated to an oil, N-1,4-dimethylanthraquinonyl-O-methoxydiisopropylamino phosphite 1-(2-hydroxyethyl)piperazine.

Workup

  1. washpreviously washed with 2×5 mL of 5% NaHCO3, and 2×5 mL of saturated NaCl)
  2. dry with materialThe ethylacetate phase is dried over Na2SO4
  3. customevaporated to an oil, N-1,4-dimethylanthraquinonyl-O-methoxydiisopropylamino phosphite 1-(2-hydroxyethyl)piperazine

Sources & evidence

ORD record
ord-d725d1fcefe7499eba2d074edc8c9ab1
Source dataset
uspto-grants-1997_07
Patent number
US05650399

Reaction notes

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