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N-(4-Bromophenyl)morpholine

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N-(4-Bromophenyl)morpholine Basic information
Product Name:N-(4-Bromophenyl)morpholine
Synonyms:4-(4'-BROMOPHENYL)MORPHOLINE;1-Bromo-4-morpholinobenzene;4-(4-Bromophenyl)morpholine 97%;Morpholine,4-(4-bromophenyl)-;4-(4-bromophenyl)morpholino;N-(4-Bromophenyl)morpholine
CAS:30483-75-1
MF:C10H12BrNO
MW:242.11
EINECS:
Product Categories:Building Blocks;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Morpholines/Thiomorpholines;pharmacetical;Miscellaneous
Mol File:30483-75-1.mol
N-(4-Bromophenyl)morpholine Structure
N-(4-Bromophenyl)morpholine Chemical Properties
Melting point 114-118 °C (lit.)
Boiling point 341.2±37.0 °C(Predicted)
density 1.433±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
form powder to crystal
pka4.33±0.40(Predicted)
color White to Light yellow to Light orange
InChIInChI=1S/C10H12BrNO/c11-9-1-3-10(4-2-9)12-5-7-13-8-6-12/h1-4H,5-8H2
InChIKeyUJTKZWNRUPTHSB-UHFFFAOYSA-N
SMILESN1(C2=CC=C(Br)C=C2)CCOCC1
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HS Code 2934999090
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
N-(4-Bromophenyl)morpholine Usage And Synthesis
UsesN-(4-BROMOPHENYL)MORPHOLINE is used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.
Synthesis1.jpg
In an open flask, 10 mL of 1.5 M NaBr in pH 6.2 phosphate buffer (0.23 M in PO4) or pH 4.2 phosphate buffer (5% NaH2PO4) was added to a solution of 1 mmol of substrate dissolved in 9.75 mL of distilled 1,4- dioxane. To this mixture was added a freshly made solution of diphenyl ditelluride (1e, 0.25 mL of a 10 mM stock in 1,4-dioxane, 2.5 μmol, 0.25 mol % relative to substrate) followed by the addition of 8.8 M H2O2 according to Table 3. The reaction mixture was stirred at room temperature for the appropriate amount of time and was then diluted with 10 mL of water. The resulting solution was extracted with EtOAc (3 × 10 mL), and the combined organic extracts were washed with 0.5 M NaHSO3 (5 mL) and brine (10 mL), dried over MgSO4, and concentrated. Yields reported below are the mean of duplicate runs. N-(4-Bromophenyl)morpholine (21):28 product isolated as a tan solid (224 ± 1 mg, 93% yield). Mp 111-113 °C (lit.28 mp 111-112 °C).
References[1] Organic Letters, 2017, vol. 19, # 16, p. 4243 - 4246
[2] Journal of Chemical Research, 2014, vol. 38, # 10, p. 593 - 596
[3] Organic Letters, 2015, vol. 17, # 12, p. 2886 - 2889
[4] Synthesis, 2009, # 21, p. 3672 - 3676
[5] Synthetic Communications, 2010, vol. 40, # 19, p. 2954 - 2962
N-(4-Bromophenyl)morpholine Preparation Products And Raw materials
Raw materialsMorpholine-->4-Phenylmorpholine-->1-Bromo-4-iodobenzene-->1,4-Dibromobenzene
Preparation ProductsN-butyl-4-(morpholin-4-yl)aniline
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