ChemicalBook--->CAS DataBase List--->118972-96-6

118972-96-6

118972-96-6 Structure

118972-96-6 Structure
IdentificationBack Directory
[Name]

1-Acetyl-3-hydroxyazetidine
[CAS]

118972-96-6
[Synonyms]

1-acetyl-3-Azetidinol
1-acetylazetidin-3-ol
1-(3-Hydroxyazetidin-1-yl)
1-Acetyl-3-hydroxyazetidine
1-(3-Hydroxyazetidin-1-yl)ethanone
1-(3-Hydroxy-1-azetidinyl)-ethanone
1-(3-hydroxyazetidin-1-yl)ethan-1-one
Ethanone, 1-(3-hydroxy-1-azetidinyl)-
1-(3-Hydroxy-1-azetidinyl)-ethanone 95%
[Molecular Formula]

C5H9NO2
[MDL Number]

MFCD07366667
[MOL File]

118972-96-6.mol
[Molecular Weight]

115.13
Chemical PropertiesBack Directory
[Boiling point ]

275.9±33.0 °C(Predicted)
[density ]

1.275±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

13.31±0.20(Predicted)
[Appearance]

Off-white to light yellow Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HS Code ]

2933998090
Spectrum DetailBack Directory
[Spectrum Detail]

1-Acetyl-3-hydroxyazetidine(118972-96-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

Azetidin-3-ol

45347-82-8

Acetyl chloride

75-36-5

1-Acetyl-3-hydroxyazetidine

118972-96-6

Step 1 - Synthesis of 1-(3-hydroxyazetidin-1-yl)ethan-1-one: Azetidin-3-ol (3.0 g, 27.40 mmol) and triethylamine (8.33 g, 82.48 mmol) were dissolved in tetrahydrofuran (150 mL) and stirred for 10 min at -78°C. Slowly, acetyl chloride (2.15 g, 27.39 mmol) was added dropwise. Acetyl chloride (2.15 g, 27.39 mmol) was added slowly dropwise, keeping the reaction temperature at -78°C. After completion of the dropwise addition, the reaction mixture was warmed up to 20-30°C and stirring was continued for 3 hours. After completion of the reaction, the insoluble solids were removed by filtration. The filtrate was concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with the eluent methanol/ethyl acetate (1/10, v/v) to afford 500 mg (14% yield) of 1-(3-hydroxyazetidin-1-yl)ethan-1-one as a yellow oil. The product was characterized by 1H NMR (400 MHz, DMSO): δ 3.60 (t, J = 4.8 Hz, 2H), 2.83 (t, J = 4.8 Hz, 2H), 2.21 (s, 3H).

[References]

[1] Patent: US2012/214762, 2012, A1. Location in patent: Page/Page column 169
[2] Patent: US5130309, 1992, A
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