1-Bromo-3-chloropropane → HCID 6422658, compound

HRID 1768960Notes

Reaction equation

HRID 1768960 reaction equation
[CH:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)=[O:2].Br[CH2:10][CH2:11][CH2:12][Cl:13]>ClC1C=CC=CC=1>[CH:1]([N:3]1[CH2:8][CH2:7][N:6]([CH2:10][CH2:11][CH2:12][Cl:13])[CH2:5][CH2:4]1)=[O:2]

Participants

4

Reactant 2

HCID 80061-Bromo-3-chloropropaneHCID 821911-Piperazinecarboxaldehyde

Product 1

HCID 6422658HCID 6422658, compoundYield 94.4%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

A mixture of 1-formylpiperazine (5.7 g, 50 mmol),1-bromo-3-chloropropane (7.2 ml, 11.8 g, 75 mmol) and chlorobenzene (30 ml) was stirred at 100°-105° C. for 3 hours. After cooling the separated 1-formylpiperazine hydrochloride (4.58 g, yield: 94.4%) was filtered off and the filtrate concentrated. The residue was chromatographed on a silica gel column eluting with a 8:2 mixture of ethyl acetate and methanol to afford 2.46 g of the oily title compound, yield: 51.6%.

Sources & evidence

ORD record
ord-b662f13a5abb4bf19a3457f769625878
Source dataset
uspto-grants-1995_01
Patent number
US05380724

Reaction notes

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