18621-18-6

Basic information

• Product Name: 3-Hydroxyazetidine hydrochloride
• Synonyms: 3-AZETIDINOL HYDROCHLORIDE;3-HYDROXYAZETIDINE HCL;3-HYDROXYAZETIDINE HYDROCHLORIDE;BUTTPARK 75\04-67;AZETIDIN-3-OL HYDROCHLORIDE;AZETIDIN-3-OL, HYDROCHLORIDE SALT;AZETAN-2-ONE;3-hydroxyazatidine HCl
• CAS NO: 18621-18-6
• Molecular Formula: C₃H₇NO*ClH
• Molecular Weight: 109.55
• EINECS: 1592732-453-0
• Product Categories: Alcohols and Derivatives;Heterocycles;pharmacetical;Azetidine;Amino Acids 13C, 2H, 15N;Azetidines;Amino Acids & Derivatives;Heterocyclic Building Blocks;N-Containing;Others;B-Amino
• Mol File: 18621-18-6.mol
• Article Data: 20

Chemical Properties

• Melting Point: 90-92°C
• Boiling Point: 170.7 °C at 760 mmHg
• Flash Point: 120.4 °C
• Appearance: white crystal
• Vapor Pressure: 0.464mmHg at 25°C
• Storage Temp.: Room temperature.
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Water Solubility: Soluble in water, DMSO, methanol.
• Sensitive: Hygroscopic
• Stability: Hygroscopic
• CAS DataBase Reference: 3-Hydroxyazetidine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Hydroxyazetidine hydrochloride(18621-18-6)
• EPA Substance Registry System: 3-Hydroxyazetidine hydrochloride(18621-18-6)

Safety Data

• Hazard Codes: C,Xi,Xn
• Statements: 36/37/38-41-37/38-22
• Safety Statements: 26-36/37/39
• RIDADR: UN1759
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 18621-18-6(Hazardous Substances Data)

Usage

Description

3-Hydroxyazetidine hydrochloride is a white crystalline compound that serves as a versatile intermediate in the synthesis of various pharmaceutical compounds, including polypeptides and fluoroquinolone antibiotics.

Uses

Used in Pharmaceutical Industry:
3-Hydroxyazetidine hydrochloride is used as a building block for the synthesis of polypeptides, which are essential in the development of novel drugs and therapeutic agents. Its role in the pharmaceutical industry is crucial for creating new and innovative treatments for various medical conditions.
Used in Antibiotic Synthesis:
3-Hydroxyazetidine hydrochloride is also used as a key intermediate in the synthesis of fluoroquinolone antibiotics, a class of broad-spectrum antibiotics that are effective against a wide range of bacterial infections. Its application in this field contributes to the development of new and more effective antibiotics to combat antibiotic-resistant bacteria.

InChI:InChI=1/C3H7NO.ClH/c5-3-1-4-2-3;/h3-5H,1-2H2;1H

Synthetic route

1-(diphenylmethyl)-3-azetidinol hydrochloride (90604-02-7) → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol; water at 20℃; under 2625.21 Torr; for 4h;	100%
With palladium hydroxide on carbon; hydrogen In ethanol at 20℃; under 3040.2 Torr; for 12h; Inert atmosphere;	94%
With hydrogen; palladium hydroxide on carbon In ethanol at 20℃; under 3040.2 Torr; for 12h;	94%

1-acetyl-3-acetoxyazetidine (143329-27-5) → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
With hydrogenchloride In water for 4h; Heating;	100%

N-(trityl)-3-hydroxyazetidine → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
With hydrogenchloride In chloroform at 0 - 5℃; for 7h; Solvent;	95%

C6H10ClNO3 → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
In methanol at 65℃; for 1h;	92.6%

1-benzylazetidine-3-ol hydrochloride (223382-13-6) → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
With palladium on activated charcoal; hydrogen In ethanol; water at 20℃; under 2585.81 Torr; for 24h; Large scale reaction;	90%

hydrogenchloride (7647-01-0) + 1-(diphenylmethyl)-3-hydroxyazetidine (18621-17-5) → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
With hydrogen; 10% palladium on activated carbon In 1,4-dioxane; methanol at 60℃; under 2068.65 Torr; for 6h;	68%

3-benzylidenamino-1-chloropropan-2-ol → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
With potassium carbonate In isopropyl alcohol Solvent; Large scale;	66%

1-azabicyclo<1.1.0>butane (19540-05-7) → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
With hydrogenchloride; formic acid 1.) THF, r.t., 18 h; 2.) MeOH, H2O, r.t., 20 h; Yield given; Multistep reaction;
Stage #1: 1-azabicyclo<1.1.0>butane With acetic anhydride In tetrahydrofuran at 20℃; for 10h; Stage #2: With hydrogenchloride for 3h; Heating;

tert-butyl 2-hydroxyazetidine-1-carboxylate (848438-92-6) → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
Stage #1: tert-butyl 2-hydroxyazetidine-1-carboxylate With trifluoroacetic acid In dichloromethane at 20℃; Stage #2: With sodium hydroxide In water pH=11; Stage #3: With hydrogenchloride In 1,4-dioxane

1-benzyl-3-hydroxyazetidine (54881-13-9) → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
Stage #1: N-benzyl-3-hydroxyazetidine With hydrogen; acetic acid; 5% palladium hydroxide on carbon In water at 55 - 65℃; under 2068.65 Torr; for 2 - 8h; Stage #2: With hydrogenchloride at 5 - 40℃; for 1.5h;

N-tert-butyl-3-hydroxyazetidine (13156-04-2) → azetion-3-ol hydrochloride (18621-18-6)

Conditions	Yield
Stage #1: N-tert-butyl-3-hydroxyazetidine With boron trifluoride diethyl etherate; acetic anhydride; tert-butylamine at 112℃; for 14h; Stage #2: With hydrogenchloride In water at 99℃; for 5h; Temperature;

2-chloro-7-fluoro-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (927390-34-9) + azetion-3-ol hydrochloride (18621-18-6) → 7-fluoro-2-(3-hydroxyazetidin-1-yl)-5-methyl-6-phenyl-1,3-benzoxazole-4-carbonitrile (927390-57-6)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane for 6h; Heating / reflux;	100%

azetion-3-ol hydrochloride (18621-18-6) + benzyl chloroformate (501-53-1) → 1-Benzyloxycarbonyl-3-hydroxyazetidine (128117-22-6)

Conditions	Yield
Stage #1: azetion-3-ol hydrochloride With potassium carbonate In tetrahydrofuran; water at 20 - 25℃; for 0.5h; Stage #2: benzyl chloroformate In tetrahydrofuran; water at 0 - 25℃;	100%
Stage #1: azetion-3-ol hydrochloride With potassium carbonate In tetrahydrofuran; water at 20 - 25℃; for 0.5h; Stage #2: benzyl chloroformate In tetrahydrofuran; water at 0 - 25℃;	100%
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃;	96%

(R)-5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-amine (1223404-88-3) + azetion-3-ol hydrochloride (18621-18-6) + 1,1'-carbonyldiimidazole (530-62-1) → (R)-N-(5-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-3-hydroxyazetidine-1-carboxamide (1223403-41-5)

Conditions	Yield
Stage #1: 5-[(2R)-2-(2,5-difluorophenyl)pyrrolidin-1-yl]pyrazolo[1,5-a]pyrimidin-3-amine; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 2h; Stage #2: azetion-3-ol hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.0833333h;	100%

4-(7-fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl ester (916731-80-1) + azetion-3-ol hydrochloride (18621-18-6) → 4-[7-(Azetidin-3-yloxy)-quinazolin-4-yl]-piperidine-1-carboxylic acid tert-butyl ester (916733-34-1)

Conditions	Yield
Stage #1: azetion-3-ol hydrochloride With potassium tert-butylate In dimethyl sulfoxide at 20℃; for 0.5h; Stage #2: 4-(7-fluoro-quinazolin-4-yl)-piperidine-1-carboxylic acid tert-butyl ester In dimethyl sulfoxide at 20℃; for 3.5h;	100%

4-cyano-4,4-diphenylbutanoic acid (6523-63-3) + azetion-3-ol hydrochloride (18621-18-6) → 5-(3-hydroxy-azetidin-1-yl)-5-oxo-2,2-diphenylpentanenitrile (1355533-23-1)

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;	100%

azetion-3-ol hydrochloride (18621-18-6) + 4,6-dichloro-2-methoxypyrimidine (1074-40-4) → 1-(6-iodo-2-methoxypyrimidin-4-yl)azetidin-3-ol

Conditions	Yield
With triethylamine In isopropyl alcohol at 75℃; for 2h;	100%

2-cyclopropyl-4,6-diiodopyrimidine + azetion-3-ol hydrochloride (18621-18-6) → 1-(2-cyclopropyl-6-iodopyrimidin-4-yl)azetidin-3-ol

Conditions	Yield
With triethylamine In isopropyl alcohol at 90℃; for 1h;	100%

C23H22F2N4O2 + azetion-3-ol hydrochloride (18621-18-6) → C26H29F2N5O2

Conditions	Yield
Stage #1: C23H22F2N4O2; azetion-3-ol hydrochloride With sodium acetate In methanol at 20℃; for 4h; Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 1.5h;	100%

di-tert-butyl dicarbonate (24424-99-5) + azetion-3-ol hydrochloride (18621-18-6) → tert-butyl 3-hydroxyazetidine-1-carboxylate (141699-55-0)

Conditions	Yield
With potassium carbonate In tetrahydrofuran; water for 4h;	99%
With triethylamine In methanol at 20℃; for 6h;	93%
With triethylamine In methanol at 0 - 20℃; for 6h;	93%

(R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-amine (1218935-62-6) + azetion-3-ol hydrochloride (18621-18-6) + 1,1'-carbonyldiimidazole (530-62-1) → (R)-N-(6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-yl)-3-hydroxyazetidine-1-carboxamide (1218935-04-6)

Conditions	Yield
Stage #1: (R)-6-(2-(2,5-difluorophenyl)pyrrolidin-1-yl)imidazo[1,2-b]pyridazin-3-amine; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 1h; Stage #2: azetion-3-ol hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.5h;	99%

C23H26BrClN6O4S (1353628-72-4) + azetion-3-ol hydrochloride (18621-18-6) → C26H32BrN7O5S (1353623-64-9)

Conditions	Yield
With triethylamine In methanol at 70℃; for 2h;	99%

azetion-3-ol hydrochloride (18621-18-6) + 3,4,5-Trimethoxybenzoyl chloride (4521-61-3) → (3-hydroxyazetidin-1-yl)(3,4,5-trimethoxyphenyl)methanone

Conditions	Yield
Stage #1: azetion-3-ol hydrochloride; 3,4,5-Trimethoxybenzoyl chloride With potassium carbonate In water; ethyl acetate at 20℃; for 16h; Stage #2: With sodium hydroxide In tetrahydrofuran; methanol; water for 20h;	99%

2-bromobenzo[4,5]imidazol[1,2-a]pyrimidine (1320211-47-9) + azetion-3-ol hydrochloride (18621-18-6) → 1-(benzo[4,5]imidazo[1,2-a]pyrimidin-2-yl)azetidin-3-ol

Conditions	Yield
With triethylamine at 100℃; for 0.166667h; Microwave irradiation;	99%

azetion-3-ol hydrochloride (18621-18-6) + 4-methoxy-benzaldehyde (123-11-5) → 1-(4-methoxybenzyl)azetidin-3-ol (111043-52-8)

Conditions	Yield
With sodium tris(acetoxy)borohydride; triethylamine In dichloromethane at 20℃; Inert atmosphere;	99%

4-(5-(1-isobutyl-5-(pyridin-4-yl)-1H-pyrazol-4-yl)-1,2,4-oxadiazol-3-yl)benzaldehyde (1258009-72-1) + azetion-3-ol hydrochloride (18621-18-6) → 1-(4-(5-(1-isobutyl-5-(pyridin-4-yl)-1H-pyrazol-4-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidin-3-ol (1258009-81-2)

Conditions	Yield
With sodium cyanoborohydride; acetic acid In methanol at 20℃;	98.5%

1-(4-fluoro-3-nitrophenyl)tetrazole + azetion-3-ol hydrochloride (18621-18-6) → 1-(2-nitro-4-(tetrazol-1-yl)phenyl)azetidin-3-ol

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 72h;	98%

2,4-difluoro-5-nitrobenzaldehyde + azetion-3-ol hydrochloride (18621-18-6) → 2-fluoro-4-(3-hydroxyazetidin-1-yl)-5-nitrobenzaldehyde

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0℃; for 0.5h;	97.35%

azetion-3-ol hydrochloride (18621-18-6) + N-[(tert-butoxy)carbonyl]piperidine-4-carboxylic acid (84358-13-4) → C14H24N2O4

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	97%

azetion-3-ol hydrochloride (18621-18-6) + 4,6-dichloro-2-methoxypyrimidine (1074-40-4) → 1-(6-chloro-2-methoxypyrimidin-4-yl)azetidin-3-ol

Conditions	Yield
With triethylamine In isopropyl alcohol at 85℃; for 2h;	97%

azetion-3-ol hydrochloride (18621-18-6) + 5-chloro-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4-yl]methyl]pyridazin-3-one → 5-(3-hydroxyazetidin-1-yl)-2-[[5-methyl-3-(6-methyl-3-pyridyl)isoxazol-4-yl]methyl]pyridazin-3-one

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide; acetonitrile at 70℃; for 18h;	97%

1-fluoro-2-nitro-4-trifluoromethyl-benzene (367-86-2) + azetion-3-ol hydrochloride (18621-18-6) → 1-(2-nitro-4-(trifluoromethyl)phenyl)azetidin-3-ol

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 16h;	97%

5-chloropyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester (1224944-77-7) + azetion-3-ol hydrochloride (18621-18-6) → ethyl 5-(3-hydroxyazetidin-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxylate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 60℃; for 2h; Inert atmosphere;	97%

2-tert-butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazole-5-carboxylic acid (960391-21-3) + azetion-3-ol hydrochloride (18621-18-6) → 1-({2-tert-butyl-1-[(4,4-difluorocyclohexyl)methyl]-1H-benzimidazol-5-yl}carbonyl)azetidin-3-ol (960391-39-3)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2h;	96%

(R)-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-amine (1223405-16-0) + azetion-3-ol hydrochloride (18621-18-6) + 1,1'-carbonyldiimidazole (530-62-1) → (R)-N-(5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-yl)-3-hydroxyazetidine-1-carboxamide (1223403-84-6)

Conditions	Yield
Stage #1: (R)-5-(2-(3-fluorophenyl)pyrrolidin-1-yl)pyrazolo[1,5-a]pyrimidin-3-amine; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 2h; Stage #2: azetion-3-ol hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.0833333h;	96%

1-(6-amino-3,5-difluoro-2-pyridyl)-8-chloro-6-fluoro-1,4-dihydro-7-fluoro-4-oxo-3-quinolinecarboxylic acid ethyl ester (189279-51-4) + azetion-3-ol hydrochloride (18621-18-6) → 1-(6-amino-3,5-difluoro-2-pyridyl)-8-chloro-6-fluoro-1,4-dihydro-7-(3-hydroxy-1-azetidinyl)-4-oxo-3-quinolinecarboxylic acid ethyl ester

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 60 - 70℃;	96%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 50℃; for 1h; Cooling with ice;	28.1 g

azetion-3-ol hydrochloride (18621-18-6) + p-toluenesulfonyl chloride (98-59-9) → 1-(p-Toluenesulfonyl)azetidin-3-ol (154010-96-5)

Conditions	Yield
Stage #1: azetion-3-ol hydrochloride With triethylamine In methanol at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: p-toluenesulfonyl chloride In methanol at 0 - 20℃; Inert atmosphere;	95%
With triethylamine In dichloromethane at 20℃; for 12h; Schlenk technique;	66%
With triethylamine In diethyl ether Yield given;

azetion-3-ol hydrochloride (18621-18-6) + Ethanesulfonyl chloride (594-44-5) → 1-ethylsulfonylazetidin-3-ol

Conditions	Yield
With potassium phosphate; sodium hydroxide In tetrahydrofuran; water at 20℃; for 3h;	95%

ethyl 2-chloro-1,3-benzoxazole-6-carboxylate + azetion-3-ol hydrochloride (18621-18-6) → ethyl 2-(3-hydroxyazetidin-1-yl)-1,3-benzoxazole-6-carboxylate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃;	95%
With N-ethyl-N,N-diisopropylamine In water; N,N-dimethyl-formamide at 10 - 35℃;	19.26 g

Upstream product

• 6937-15-1 3-benzylidenamino-1-chloropropan-2-ol 
• 13156-04-2 N-tert-butyl-3-hydroxyazetidine 
• 223382-13-6 1-benzylazetidine-3-ol hydrochloride 
• 54881-13-9 N-benzyl-3-hydroxyazetidine 
• 848438-92-6 tert-butyl 2-hydroxyazetidine-1-carboxylate 
• 7647-01-0 hydrogenchloride 
• 18621-17-5 1-(diphenylmethyl)-3-hydroxyazetidine 
• 19540-05-7 1-azabicyclo<1.1.0>butane 
• 143329-27-5 N-acetyl-3-acetoxyazetidine 
• 90604-02-7 1-(diphenylmethyl)-3-azetidinol hydrochloride 

Downstream Products

• 154010-96-5 1-(p-Toluenesulfonyl)azetidin-3-ol 
• 1009816-27-6 Benzyl 1-[({2,5-difluoro-4-[(2-{[(3-hydroxyazetidin-1-yl)carbonyl]amino}pyridin-4-yl)oxy]phenyl}amino)carbonyl]cyclopropanecarboxylate 
• 1161730-15-9 N-(2,4-dibromophenyl)-3-hydroxyazetidine-1-carbothioamide 
• 1022931-10-7 1-({2-fluoro-4-[3-(trifluoromethyl)-6,7-dihydropyrano[4,3-c]pyrazol-1(4H)-yl]phenyl}carbonyl)-3-azetidinol 
• 791119-13-6 3-(4-chlorophenyl-2-chloropyrid-3-ylmethoxy)azetidine 
• 1350730-11-8 2-fluoro-5-(5-(3-(3-hydroxyazetidin-1-yl)phenoxy)pyrimidin-2-yl-amino)benzonitrile 
• 1201924-81-3 5-[2,6-difluoro-4-(1-hydroxy-1-methylethyl)phenyl]-2-({2-[(3-hydroxyazetidin-1-yl)carbonyl]imidazo[1,2-b]pyridazin-6-yl}amino)thiophene-3-carboxamide 
• 1262110-35-9 [4-[2-(3-hydroxyazetidin-1-yl)-pyrimidin-4-yl]-3-(3-methoxy-5-methylphenyl)-pyrazol-1-yl]acetonitrile 
• 1258009-81-2 1-(4-(5-(1-isobutyl-5-(pyridin-4-yl)-1H-pyrazol-4-yl)-1,2,4-oxadiazol-3-yl)benzyl)azetidin-3-ol 
• 1257105-54-6 (4-{(1R,3S)-3-[(1R)-1-(4-fluoro-3-methoxy-phenyl)-ethylamino]-cyclopentyl}-phenyl)-(3-hydroxy-azetidin-1-yl)-methanone 
• 1254035-99-8 (3-hydroxyazetidin-1-yl)(5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone 
• 1254035-95-4 (5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl)(3-hydroxyazetidin-1-yl)methanone 

Relevant articles and documents

Development of an optimized process for the preparation of 1-benzylazetidin-3-ol: An industrially important intermediate for substituted azetidine

A thoroughly optimized and robust process for the synthesis of 1-benzylazetidin-3-ol has been emphasized. 1-Benzylazetidin-3-ol has been utilized as a starting material in the commercial synthesis of azetidin-3-ol hydrochloride. Synthesis of azetidin-3-ol hydrochloride involves the usage of very low cost and commercially available starting material (benzylamine) and with reduced formation of di(3-chloro-2-hydroxypropyl) benzylamine significantly resulting in an economical process that allows the effective production of 1-benzyl azetidin-3-ol as well as azetidin-3-ol hydrochloride.

Synthetic method of 3-hydroxyazetidine hydrochloride

The invention discloses a synthetic method of 3-hydroxyazetidine hydrochloride, and belongs to the field of pharmacy. The synthetic method of the 3-hydroxyazetidine hydrochloride comprises the following steps: introducing hydrogen chloride gas into a solution formed by N-(triphenylmethyl)-3-hydroxyazetidine and a first organic solvent to carry out a reaction of removing triphenylchloromethane, andcarrying out solid-liquid separation to obtain the 3-hydroxyazetidine hydrochloride. The period for preparing the 3-hydroxyazetidine hydrochloride by utilizing the synthesis method is short, the safety is good, the use of toxic or expensive reagents is avoided, the reaction yield is high, the 3-hydroxyazetidine hydrochloride with high quality purity can be obtained, the operation is simple and convenient, and the method is suitable for large-scale industrial production.

A N - aryl heterocyclic butane de-aryl method (by machine translation)

The invention discloses an aryl removing method of N-aryl heterocyclic butane. The method comprises the following steps: 1-benzyl-3-hydroxyl azetidine or 1-benzhydryl-3-hydroxyl azetidine is dissolved in an organic solvent; the temperature is reduced to -10 DEG C to 0 DEG C; 1.1-2.1 equivalents of 1-chloroethyl chloroformate is slowly dropped into a solution obtained in the step 1; the solution obtained in the step 2 is heated to 50-80 DEG C, and a reaction is allowed for 1-3h; the solvent is removed by reduced-pressure distillation, such that a first-step product is obtained; the first-step product is dissolved in methanol with an amount 5 times that of the first-step product; the mixture is stirred until dissolved under room temperature; the mixture is heated to a temperature of 60-65 DEG C, and a reflux reaction is carried out for 1-2h; the solution obtained in the step 2 is subjected to reduced-pressure distillation, such that the solvent is removed; acetone is added, and the mixture is stirred for 1h; the mixture is filtered; the filtrate obtained in the step 3 is subjected to reduced-pressure concentration; petroleum ether is added and the mixture is stirred; the mixture is cooled and crystallized, such that white solid which is 3-hydroxyl azetidine hydrochloric acid is obtained. The method provided by the invention has the advantages of low requirement on equipment, short time, high production efficiency, low cost, and good product quality.