ChemicalBook CAS DataBase List 4-(3-Chloropropyl)morpholine

4-(3-Chloropropyl)morpholine synthesis

4synthesis methods

Product Name:4-(3-Chloropropyl)morpholine
CAS Number:7357-67-7
Molecular formula:C7H14ClNO
Molecular Weight:163.65

110-91-8

109-70-6

7357-67-7

To a solution of 1-bromo-3-chloropropane (10.0 g, 63.5 mmol) in toluene (100 mL) was slowly added morpholine (11.0 mL, 127 mmol). The reaction mixture was placed under reflux conditions with continuous stirring for 2 hours. After completion of the reaction, the mixture was cooled to room temperature and filtered to remove insoluble impurities. The filtrate was washed sequentially with deionized water, and the organic layer was separated and dried over anhydrous sodium sulfate. The dried organic phase was concentrated under reduced pressure and subsequently purified by reduced pressure distillation to afford 4-(3-chloropropyl)morpholine (10.0 g, 96% yield). The structure of the product was confirmed by 1H NMR (300 MHz, DMSO-d6): δ 3.70-3.80 (m, 4H), 3.60 (t, 2H), 2.40-2.60 (m, 6H), 1.90 (m, 2H). Mass spectrometry analysis showed a molecular ion peak (M + H) of 164.

110-91-8 Synthesis

110-91-8
712 suppliers
$9.00/1g

109-70-6 Synthesis

109-70-6
497 suppliers
$10.00/5g

7357-67-7
325 suppliers
$10.00/5g

Yield:7357-67-7 96%

Reaction Conditions:

in toluene

Steps:

3 Example 3
To a solution of 1-bromo-3-chloropropane (10.0 g, 63.5 mmol) in toluene (100 mL) was added morpholine (11.0 mL, 127 mmol). The mixture was stirred under reflux conditions for 2 h, then was filtered. The filtrate was washed with water and the organic layer was dried, concentrated in vacuo, then distilled to afford 45 (10.0 g, 96%). ¹H NMR (300 MHz, DMSO-d₆): δ 3.70-3.80(m, 4H), 3.60 (t, 2H), 2.40-2.60(m, 6H), 1.90 (m, 2H). MS (M+H): 164.

References:

Concert Pharmaceuticals Inc. US2009/185999, 2009, A1

FullText

4441-30-9 Synthesis