Ethanol → HCID 20232642, compound

HRID 2290462Notes

Reaction equation

HRID 2290462 reaction equation
[N:1]1([CH2:7][CH2:8][C:9]2[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(O)C.[CH2:23]1[CH2:29][S:26](=[O:28])(=[O:27])[O:25][CH2:24]1>C(OCC)C>[CH2:16]([O:15][C:13]([C:12]1[CH:18]=[CH:19][C:9]([CH2:8][CH2:7][N:1]2[CH2:6][CH2:5][N:4]([CH2:24][CH2:23][CH2:29][S:26]([OH:28])(=[O:27])=[O:25])[CH2:3][CH2:2]2)=[CH:10][CH:11]=1)=[O:14])[CH3:17]

Participants

5

Reactant 3

HCID 702Ethanol2×HCID 14264Propane sultoneHCID 20232457Ethyl 4-[2-(1-piperazinyl)ethyl]benzoate

Product 1

HCID 20232642HCID 20232642, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
20 °C

Procedure

To a solution of 10.25 g. (39 mmole) ethyl 4-[2-(piperazin-1-yl)-ethyl]-benzoate and 70 ml. anhydrous ethanol, there are added 4.76 g. (39 mmole) 1,3-propanesultone, followed by stirring at 20° C. After standing overnight, the ethanol is stripped off and the residue is treated with diethyl ether and ligroin. After suction filtration, it is recrystallised from ethanol to give 11.2 g. (75% of theory) of the desired compound; m.p. 235°-236° C.

Workup

  1. filtrationAfter suction filtration, it
  2. customis recrystallised from ethanol
  3. customto give 11.2 g

Sources & evidence

ORD record
ord-dc77183d685a48aabbf5b2d0c108994a
Source dataset
uspto-grants-1986_10
Patent number
US04616086

Reaction notes

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