Ethyl Acetate → HCID 23045019, compound

HRID 2108095Notes

Reaction equation

HRID 2108095 reaction equation
Cl.Cl.[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH:15]=[C:16]([O:20][CH3:21])[C:17]=1[O:18][CH3:19])[CH2:8][N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(=O)(O)[O-].[Na+].C(OCC)(=O)C.[CH3:33][O:34][C:35]1[CH:36]=[C:37]([CH:41]=[C:42]([O:46][CH3:47])[C:43]=1[O:44][CH3:45])[C:38]([Cl:40])=[O:39]>O>[ClH:40].[CH3:33][O:34][C:35]1[CH:36]=[C:37]([CH:41]=[C:42]([O:46][CH3:47])[C:43]=1[O:44][CH3:45])[C:38]([N:12]1[CH2:11][CH2:10][N:9]([CH2:8][C:7]2[CH:15]=[C:16]([O:20][CH3:21])[C:17]([O:18][CH3:19])=[C:5]([O:4][CH3:3])[CH:6]=2)[CH2:14][CH2:13]1)=[O:39]

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 78282Benzoyl chloride, 3,4,5-trimethoxy-HCID 516892Sodium BicarbonateHCID 128285011-[(3,4,5-Trimethoxyphenyl)methyl]piperazine;dihydrochloride

Product 1

HCID 23045019HCID 23045019, compoundYield 68.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 1-(3,4,5-trimethoxybenzyl)piperazine dihydrochloride (0.6 g), sodium bicarbonate (5 g), ethyl acetate (20 ml) and water (20 ml) is added, with stirring at room temperature, 3,4,5-trimethoxybenzoyl chloride (0.61 g), followed by stirring for 30 minutes. The ethyl acetate layer is separated, washed with water, dried, and concentrated under reduced pressure. The residue is dissolved in ethanol (10 ml). To the solution is added a solution of hydrogen chloride - ethanol (1 ml). The mixture is diluted with ethyl ether (100 ml) to give 1-(3,4,5-trimethoxybenzoyl)-4-(3,4,5-trimethoxybenzyl)piperazine hydrochloride (0.6 g) as colorless needles, m.p. 200°-205° C. (decomp.).

Workup

  1. additionis added
  2. stirringby stirring for 30 minutes
  3. customThe ethyl acetate layer is separated
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated under reduced pressure
  7. dissolutionThe residue is dissolved in ethanol (10 ml)
  8. additionTo the solution is added a solution of hydrogen chloride - ethanol (1 ml)
  9. additionThe mixture is diluted with ethyl ether (100 ml)

Sources & evidence

ORD record
ord-b6519dcb576f449f810a55bfa1151ec8
Source dataset
uspto-grants-1990_06
Patent number
US04937246

Reaction notes

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