1-Bromo-3-chloropropane → 4-(3-Chloropropyl)morpholine
Reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.Br[CH2:8][CH2:9][CH2:10][Cl:11]>C1(C)C=CC=CC=1>[O:4]1[CH2:5][CH2:6][N:1]([CH2:8][CH2:9][CH2:10][Cl:11])[CH2:2][CH2:3]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
A mixture of morpholine (52.2 ml), 1-bromo-3-chloropropane (30 ml) and toluene (180 ml) was heated to 70° C. for 3 hours. The solid was removed by filtration and the filtrate was evaporated under vacuum. The resultant oil was decanted from the additional solid which was deposited and the oil was purified by vacuum distillation to yield 3-morpholinopropyl chloride (37.91 g); NMR Spectrum: (DMSOd6) 1.85 (m, 2H), 2.3 (t, 4H), 2.38 (t, 2H), 3.53 (t, 4H), 3.65 (t, 2H).
Workup
- customThe solid was removed by filtration
- customthe filtrate was evaporated under vacuum
- customThe resultant oil was decanted from the additional solid which
- distillationthe oil was purified by vacuum distillation
Sources & evidence
- ORD record
- ord-5cd36243651d4cc7835b98f70525c249
- Source dataset
- uspto-grants-2007_01
- Patent number
- US07157467B2
Reaction notes
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