Hydrochloric Acid → HCID 20087959, compound

HRID 275386Notes

Reaction equation

HRID 275386 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][OH:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH3:14][N:15]1[CH2:20][CH2:19][N:18]([CH2:21][CH2:22][C:23](=O)[CH2:24][CH3:25])[CH2:17][CH2:16]1.Cl.O>O1CCOCC1>[CH2:24]([C:23]1([CH2:22][CH2:21][N:18]2[CH2:17][CH2:16][N:15]([CH3:14])[CH2:20][CH2:19]2)[C:6]2[CH:7]=[C:8]([O:9][CH3:10])[C:3]([O:2][CH3:1])=[CH:4][C:5]=2[CH2:11][CH2:12][O:13]1)[CH3:25]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 819113,4-Dimethoxyphenethyl alcoholHCID 200879531-(4-Methylpiperazin-1-yl)pentan-3-one

Product 1

HCID 20087959HCID 20087959, compoundYield 68.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of 34.8 g of 3,4-dimethoxybenzeneethanol and 32 g of crude 1-(4-methylpiperazinyl)pentane-3-one in 400 ml of dioxane, which is saturated with anhydrous hydrochloric acid, was stirred at ambient temperature for 24 h. After addition of water the mixture was extracted with dichloromethane. The organic phase was washed, dried and evaporated to yield 41.5 g (68.5%) of crude 1-[2-(1-ethyl-3,4-dihydro-6,7-dimethoxy-1H-2-benzopyran-1-yl)ethyl]-4-methylpiperazine.

Workup

  1. extractionwas extracted with dichloromethane
  2. washThe organic phase was washed
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-dcbeae7d98d44420a51212437a17dcd8
Source dataset
uspto-grants-1995_02
Patent number
US05393759

Reaction notes

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