Dichloromethane → 5-[4-(3-Chloropropyl)piperazin-1-yl]-5-oxopentanoic acid

HRID 1374590

Reaction equation

HRID 1374590 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][CH2:3][CH2:2]1.[Cl:9][CH2:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.ClCCl>O1CCOCC1>[Cl:9][CH2:10][CH2:11][CH2:12][N:13]1[CH2:18][CH2:17][N:16]([C:5](=[O:6])[CH2:4][CH2:3][CH2:2][C:1]([OH:7])=[O:8])[CH2:15][CH2:14]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 7940Glutaric anhydrideHCID 5776061-(3-Chloropropyl)piperazine

Product 1

HCID 185215655-[4-(3-Chloropropyl)piperazin-1-yl]-5-oxopentanoic acidYield 103.5%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Conditions

Temperature
20 °C

Procedure

1.5 g of glutaric anhydride and then 2.13 g of N-(chloropropyl)piperazine in solution in 5 cm3 of dioxane and 1 cm3 of dichloromethane are added to 15 cm3 of dioxane in a round-bottomed flask kept under an argon atmosphere. After stirring for 2 hours at 20° C., the solvent is evaporated under reduced pressure (2.7 kPa) at 20° C., to give 3.75 g of 5-[4-(3-chloropropyl)piperazin-1-yl]-5-oxopentanoic acid in the form of a yellow oil which is used as it is.

Workup

  1. customthe solvent is evaporated under reduced pressure (2.7 kPa) at 20° C.

Sources & evidence

ORD record
ord-96c1dc858ff74f3cb896a2f09e7f95e7
Source dataset
uspto-grants-2007_01
Patent number
US07166594B2

Linked notes

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