• Name

  4-Perhydroazepinone hydrochloride

• EINECS
• CAS No. 50492-22-3
• Article Data12
• CAS DataBase
• Density
• Solubility
• Melting Point 176-181℃
• Formula C₆H₁₂ClNO
• Boiling Point
• Molecular Weight 149.62
• Flash Point 152°(306°F)
• Transport Information
• Appearance
• Safety 26-36/37/39
• Risk Codes 36/37/38
• Molecular Structure
• Hazard Symbols Xi
• Synonyms Hexahydro-4-azepinone hydrochloride;Hexahydro-4H-azepin-4-one hydrochloride;4-Oxohomopiperidine hydrochloride;4H-Azepin-4-one,hexahydro-, hydrochloride (9CI);Azepan-4-one hydrochloride;azepan-4-one hydrochloride (1:1);Azepan-4-one hydrochloride (1:1);
• PSA 29.10000
• LogP 1.45980

Synthetic route

141642-82-2

5-oxo-azepane-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

50492-22-3

azepan-4-one hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In water for 15h; Reflux;	100%
With hydrogenchloride for 6h; Heating;	84%
With hydrogenchloride; water for 4h; Heating / reflux;

623-73-4

diazoacetic acid ethyl ester

29976-53-2

N-ethoxycarbonyl-4-piperidone

50492-22-3

azepan-4-one hydrochloride

Conditions

Conditions	Yield
Stage #1: diazoacetic acid ethyl ester; N-ethoxycarbonyl-4-piperidone With boron trifluoride diethyl etherate In diethyl ether at -35℃; for 1.5h; Stage #2: With hydrogenchloride In water for 6h; Heating / reflux;	88%
Stage #1: diazoacetic acid ethyl ester; N-ethoxycarbonyl-4-piperidone With boron trifluoride diethyl etherate In diethyl ether at -35℃; for 1.5h; Stage #2: With hydrogenchloride; water for 6h; Heating / reflux;	88%

19786-58-4

5-oxoazepane-1,4-dicarboxylic acid diethyl ester

50492-22-3

azepan-4-one hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride for 6h; Heating;

29976-53-2

N-ethoxycarbonyl-4-piperidone

50492-22-3

azepan-4-one hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 52.5 g / BF3*Et2O / diethyl ether / 1 h / -30 - -25 °C 2: 4 N HCl / 6 h / Heating View Scheme

188975-88-4

tert-butyl 4-oxoazepane-1-carboxylate

50492-22-3

azepan-4-one hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol; water at 15℃; for 12h;

16169-88-3, 84681-19-6, 116119-86-9, 116182-55-9

1-phenylprop-2-ynyl acetate

50492-22-3

azepan-4-one hydrochloride

(R)-1-(1-phenylprop-2-yn-1-yl)azepan-4-one

Conditions

Conditions	Yield
With tetrakis(acetonitrile)copper(I) hexafluorophosphate; C32H27N2P; N-ethyl-N,N-diisopropylamine In methanol at -20℃; Inert atmosphere; enantioselective reaction;	96%

50492-22-3

azepan-4-one hydrochloride

541-41-3

chloroformic acid ethyl ester

56515-89-0

ethyl hexahydro-4-oxo-1H-azepine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 25℃; for 3h;	95%
With potassium carbonate In water at -5℃; for 4h; Yield given;

50492-22-3

azepan-4-one hydrochloride

100-39-0

benzyl bromide

1208-75-9

1-benzylazepan-4-one

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 16h;	95%
With potassium carbonate In tetrahydrofuran; water at 50℃; for 3h;	41.5%
With potassium carbonate In tetrahydrofuran; water at 50℃; for 5h;	5 g
With potassium carbonate In tetrahydrofuran; water at 50℃; for 5h;	5 g
With potassium carbonate In tetrahydrofuran; water at 50℃; for 5h;	5 g

50492-22-3

azepan-4-one hydrochloride

98-59-9

p-toluenesulfonyl chloride

16803-02-4

1-[(4-methylphenyl)sulfonyl]-4-azepanone

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃;	95%
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Reflux;	65%

24424-99-5

di-tert-butyl dicarbonate

50492-22-3

azepan-4-one hydrochloride

188975-88-4

tert-butyl 4-oxoazepane-1-carboxylate

Conditions

Conditions	Yield
With sodium carbonate In 1,4-dioxane; water at 80℃; for 2h; Product distribution / selectivity;	93%
With sodium hydroxide In methanol; water	93%
With triethylamine In tetrahydrofuran at 60℃; for 6h;	93%

50492-22-3

azepan-4-one hydrochloride

5-bromo-azepan-4-one hydrobromide

Conditions

Conditions	Yield
With hydrogen bromide; bromine; acetic acid at 20℃;	87%
With hydrogen bromide; bromine; acetic acid In water at 20℃;	87%
With hydrogen bromide; bromine; acetic acid	79 mg

50492-22-3

azepan-4-one hydrochloride

55130-19-3

di-tert-butyl dicarbonate

188975-88-4

tert-butyl 4-oxoazepane-1-carboxylate

Conditions

Conditions	Yield
With sodium hydroxide In water; tert-butyl alcohol at 20℃;	84%

50492-22-3

azepan-4-one hydrochloride

407-25-0

trifluoroacetic anhydride

910325-71-2

1-(trifluoroacetyl)-4-azepanone

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Reflux;	81%
With triethylamine In dichloromethane at -5 - 20℃; for 18h;

50492-22-3

azepan-4-one hydrochloride

98-88-4

benzoyl chloride

15923-40-7

1-benzoylazepan-4-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 16h;	76%
With triethylamine In dichloromethane at 0 - 15℃; for 3h;

50492-22-3

azepan-4-one hydrochloride

501-53-1

benzyl chloroformate

83621-33-4

benzyl 4-oxo-1-azepanecarboxylate

Conditions

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; Reflux;	72%

5825-45-6

1-amino-1,2,3,4-tetrahydroquinoline

50492-22-3

azepan-4-one hydrochloride

303799-42-0

5,6,9,10,11,12-hexahydro-4H,8H-azepino[4',5':4,5]pyrrolo[3,2,1-ij]quinoline

Conditions

Conditions	Yield
With hydrogenchloride	45%

4-Perhydroazepinone hydrochloride Specification