Dibenz[b,e]oxepin-11(6H)-one supplier

Name
Dibenz[b,e]oxepin-11(6H)-one
EINECS 224-820-5
CAS No. 4504-87-4
Article Data21
CAS DataBase
Density 1.226 g/cm³
Solubility
Melting Point 68-70?C
Formula C₁₄H₁₀O₂
Boiling Point 386.8 °C at 760 mmHg
Molecular Weight 210.232
Flash Point 188.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 6,11-Dihydrodibenz[b,e]oxepin-11-one;6,11-Dihydrodibenzo[b,e]oxepin-11-one;
PSA 26.30000
LogP 2.81000

Synthetic route

: 724-98-1
2-(phenoxymethyl)benzoic acid

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
With trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate In dichloromethane at 40℃; for 2h;	98%
With boron trifluoride diethyl etherate; trifluoroacetic anhydride In dichloromethane at 20℃; for 1h;	80.7%
With boron trifluoride diethyl etherate; trifluoroacetic anhydride In dichloromethane for 1h; Ambient temperature;	79%

: 2-((2-bromobenzyl)oxy)benzonitrile

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Stage #1: 2-[(2-bromobenzyl)oxy]benzonitrile With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water	74%

: C14H10BrNO

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Stage #1: C14H10BrNO With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: With hydrogenchloride In tetrahydrofuran; water	73%

: 1229-29-4
doxepin hydrochloride

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
With dihydrogen peroxide for 1h; Heating;

: 87-41-2
2-benzofuran-1(3H)-one

<4-oxy-phthalic acid >-anhydride: <4-oxy-phthalic acid >-anhydride

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NaH / dimethylformamide 1.2: 70.8 percent / dimethylformamide; benzene / 24 h / Heating 2.1: 80.7 percent / trifluoroacetic anhydride; boron trifluoride etherate / CH2Cl2 / 1 h / 20 °C View Scheme

: 108-95-2
phenol

2-chlorobenzylhalide: 2-chlorobenzylhalide

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: NaH / dimethylformamide 1.2: 70.8 percent / dimethylformamide; benzene / 24 h / Heating 2.1: 80.7 percent / trifluoroacetic anhydride; boron trifluoride etherate / CH2Cl2 / 1 h / 20 °C View Scheme

: 139-02-6
sodium phenoxide

monochloroacetate sodium: monochloroacetate sodium

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: P2O5 / ethanol View Scheme

: 7115-91-5
2-ethoxycarbonylbenzyl bromide

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: P2O5 / ethanol View Scheme
Multi-step reaction with 4 steps 1: sodium ethanolate / ethanol / 6.5 h / Reflux 2: sodium hydroxide; water / ethanol / 1 h / Reflux 3: thionyl chloride / 1 h / Reflux 4: aluminum (III) chloride / dichloromethane / 0.25 h / 0 °C View Scheme

: 87-41-2
2-benzofuran-1(3H)-one

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1 h / 200 °C 2: 79 percent / (CF3CO)2O, BF3*Et2O / CH2Cl2 / 1 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: sodium methylate / ethanol / 4 h / 55 °C 2: aluminum (III) chloride / dimethyl sulfoxide / 8 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydride / N,N-dimethyl-formamide; benzene / 24 h / Inert atmosphere; Schlenk technique; Reflux 2: Dichloromethyl methyl ether; iron(II) chloride / dichloromethane / 20 °C / Inert atmosphere; Schlenk technique View Scheme

: 139-02-6
sodium phenoxide

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1 h / 200 °C 2: 79 percent / (CF3CO)2O, BF3*Et2O / CH2Cl2 / 1 h / Ambient temperature View Scheme

: 95-56-7
2-hydroxybromobenzene

: 22115-41-9
2-(bromomethyl)benzonitrile

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide 2: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere View Scheme

: 2417-73-4
methyl 2-bromomethylbenzoate

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium methylate / ethanol / 4 h / 55 °C 2: sodium hydroxide / water / 6 h / 35 °C 3: aluminum (III) chloride / dimethyl sulfoxide / 8 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: sodium methylate / ethanol / 4 h / 55 °C 2: sodium hydroxide / water / 6 h / 35 °C 3: trifluoroacetic anhydride / 1,2-dichloro-ethane / 8 h / 100 °C View Scheme

: 866996-44-3
methyl 2-(phenoxymethyl)benzoate

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 6 h / 35 °C 2: aluminum (III) chloride / dimethyl sulfoxide / 8 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 6 h / 35 °C 2: trifluoroacetic anhydride / 1,2-dichloro-ethane / 8 h / 100 °C View Scheme

: 89-71-4
2-Methyl-benzoic acid methyl ester

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: N-Bromosuccinimide / Petroleum ether / 2.5 h / 15 °C 2: sodium methylate / ethanol / 4 h / 55 °C 3: sodium hydroxide / water / 6 h / 35 °C 4: aluminum (III) chloride / dimethyl sulfoxide / 8 h / 100 °C View Scheme

: 34040-62-5
o-(chloromethyl)benzoic acid methyl ester

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium methylate / ethanol / 4.5 h / 55 °C 2: sodium hydroxide / water / 6 h / 35 °C 3: trifluoroacetic anhydride / 1,2-dichloro-ethane / 8 h / 100 °C View Scheme

: 108-95-2
phenol

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium methylate / ethanol / 4 h / 55 °C 2: sodium hydroxide / water / 6 h / 35 °C 3: trifluoroacetic anhydride / 1,2-dichloro-ethane / 8 h / 100 °C View Scheme
Multi-step reaction with 3 steps 1: sodium methylate / ethanol / 4.5 h / 55 °C 2: sodium hydroxide / water / 6 h / 35 °C 3: trifluoroacetic anhydride / 1,2-dichloro-ethane / 8 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: sodium hydride / N,N-dimethyl-formamide; benzene / 24 h / Inert atmosphere; Schlenk technique; Reflux 2: Dichloromethyl methyl ether; iron(II) chloride / dichloromethane / 20 °C / Inert atmosphere; Schlenk technique View Scheme

: 643-79-8
o-phthalic dicarboxaldehyde

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: water / 0.75 h / 7 °C 2: sulfuric acid / 3 h / 70 °C 3: sodium methylate / ethanol / 4 h / 55 °C 4: aluminum (III) chloride / dimethyl sulfoxide / 8 h / 100 °C View Scheme

: 612-20-4
2-(hydroxymethyl)benzoic acid

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid / 3 h / 70 °C 2: sodium methylate / ethanol / 4 h / 55 °C 3: aluminum (III) chloride / dimethyl sulfoxide / 8 h / 100 °C View Scheme

: 21733-94-8
2-phenoxymethylbenzoyl chloride

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane at 0℃; for 0.25h; Friedel-Crafts Acylation;

: 118-90-1
ortho-methylbenzoic acid

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3.5 h / Reflux 3: sodium ethanolate / ethanol / 6.5 h / Reflux 4: sodium hydroxide; water / ethanol / 1 h / Reflux 5: thionyl chloride / 1 h / Reflux 6: aluminum (III) chloride / dichloromethane / 0.25 h / 0 °C View Scheme

: 87-24-1
ethyl 2-methylbenzoate

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 3.5 h / Reflux 2: sodium ethanolate / ethanol / 6.5 h / Reflux 3: sodium hydroxide; water / ethanol / 1 h / Reflux 4: thionyl chloride / 1 h / Reflux 5: aluminum (III) chloride / dichloromethane / 0.25 h / 0 °C View Scheme

: 4504-85-2
2-Phenoxymethyl-benzoic acid ethyl ester

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium hydroxide; water / ethanol / 1 h / Reflux 2: thionyl chloride / 1 h / Reflux 3: aluminum (III) chloride / dichloromethane / 0.25 h / 0 °C View Scheme

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 402-43-7
p-trifluoromethylphenyl bromide

: 11-[4-(trifluoromethyl)phenyl]-6,11-dihydrodibenzo[b,e]oxepin-11-ol

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 28h; Inert atmosphere;	99%

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 5251-26-3
11-hydroxy-6,11-dihydrodibenzo[b,e]oxepine

Conditions

Conditions	Yield
With sodium tetrahydroborate	86%
With sodium tetrahydroborate In methanol at 0℃; for 0.333333h;
With sodium tetrahydroborate In methanol at 20℃; for 2h;

: 108-86-1
bromobenzene

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 11-phenyl-6,11-dihydro-5H-dibenzo[a,d]oxepin-11-ol

Conditions

Conditions	Yield
Stage #1: bromobenzene With magnesium In tetrahydrofuran for 0.333333h; Stage #2: 6,11-dihydrodibenz[b,e]oxepin-11-one In tetrahydrofuran for 0.5h; Heating;	85%

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 1190-17-6
3-(1,1-dimethylethoxy)-1-chloropropane

: 1612-63-1
11-(3-tertbutoxypropyl)-11-hydroxy-6,11-dihydrodibenzo-[b,e]-oxepine

Conditions

Conditions	Yield
With magnesium In diethyl ether for 1h; Heating / reflux;	80%
Stage #1: 3-(1,1-dimethylethoxy)-1-chloropropane With magnesium In diethyl ether Stage #2: 6,11-dihydrodibenz[b,e]oxepin-11-one In diethyl ether for 1h; Heating / reflux; Stage #3: With water; ammonium chloride In diethyl ether	80%
Stage #1: 3-(1,1-dimethylethoxy)-1-chloropropane With magnesium In diethyl ether Stage #2: 6,11-dihydrodibenz[b,e]oxepin-11-one In diethyl ether for 1h; Heating / reflux; Stage #3: With ammonium chloride In diethyl ether	80%

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 18039-42-4
5-phenyl-2H-1,2,3,4-tetrazole

: 6-(5-phenyl-2H-tetrazol-2-yl)dibenzo[b,e]oxepin-11(6H)-one

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; water; tetra-(n-butyl)ammonium iodide at 90℃; for 9h; regioselective reaction;	64%

: 5570-77-4
4-chloro-1-methylpiperidine

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 51582-48-0
11-(1-methyl-piperidin-4-yl)-6,11-dihydro-dibenzo[b,e]oxepin-11-ol

Conditions

Conditions	Yield
(i) EtMgBr, THF, (heating), (ii) /BRN= 1344817/, (heating); Multistep reaction;

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 6814-64-8, 40651-06-7
methylenedimethyl sulfurane

: 105666-56-6
C15H12O2

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; dimethyl sulfoxide for 10h; Ambient temperature;

: 19070-16-7
3-(N,N-dimethylamino)propylmagnesium chloride

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 1229-29-4
doxepin hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride 1.) THF, toluene, 65 deg C, 2 h, 2.) 1 h, 3.) 75 deg C, 1.5 h, ethanol; Multistep reaction;
Stage #1: 3-(N,N-dimethylamino)propylmagnesium chloride; 6,11-dihydrodibenz[b,e]oxepin-11-one In tetrahydrofuran; toluene at 65℃; for 2h; Stage #2: With hydrogenchloride at 65℃; for 1.5h;

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 109-54-6
3-(Dimethylamino)propyl chloride

: 1229-29-4
doxepin hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride; 1,1-Dibromoethane; magnesium 1) THF, reflux; 2) THF, reflux;; Yield given. Multistep reaction;

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 67035-76-1
(E)-Desmethyldoxepin

Conditions

Conditions	Yield
Stage #1: [3-(methylamino)propyl](triphenyl)phosphonium bromide hydrobromide With n-butyllithium In tetrahydrofuran; n-heptane for 1.5h; Stage #2: 6,11-dihydrodibenz[b,e]oxepin-11-one In tetrahydrofuran; n-heptane for 10h; Heating / reflux;

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 6,11-dihydrodibenz[b,e]oxepin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 86 percent / NaBH4 2: H2 / 10percent Pd-C / diethyl ether / 5 h / 1875.1 Torr / Ambient temperature View Scheme

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 154775-82-3
6,11-Dihydro-dibenzo[b,e]oxepine-11-carbaldehyde

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaH / dimethylsulfoxide; tetrahydrofuran / 10 h / Ambient temperature 2: BF3*Et2O / CH2Cl2 / 5 h View Scheme

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 144170-65-0
6,11-dihydrodibenzoxepin-11-carboxylic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaH / dimethylsulfoxide; tetrahydrofuran / 10 h / Ambient temperature 2: BF3*Et2O / CH2Cl2 / 5 h 3: KMnO4 / acetone; 2-methyl-propan-2-ol / 1.5 h / pH 6.86 View Scheme

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: N-(2,6-diisopropylphenyl)-6,11-dihydrodibenzoxepin-11-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: NaH / dimethylsulfoxide; tetrahydrofuran / 10 h / Ambient temperature 2: BF3*Et2O / CH2Cl2 / 5 h 3: KMnO4 / acetone; 2-methyl-propan-2-ol / 1.5 h / pH 6.86 4: 1.) oxalyl chloride, 2.) NEt3, 4-(N,N-dimethylamino)pyridine / 1.) CH2Cl2, 8 h, 2.) CH2Cl2, RT, 1.5 h View Scheme

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 19373-88-7
11-chloro-6,11-dihydrodibenzo[b,e]oxepine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaBH4 / methanol / 0.33 h / 0 °C 2: SOCl2 / 0.17 h / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 2 h / 20 °C 2: thionyl chloride / dichloromethane / 1 h / 0 - 20 °C View Scheme

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 129717-22-2
1-(6,11-Dihydrodibenzoxepin-11-yl)piperazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaBH4 / methanol / 0.33 h / 0 °C 2: SOCl2 / 0.17 h / Ambient temperature 3: CH2Cl2 / 2 h / Ambient temperature View Scheme

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 114312-42-4, 139305-25-2
1-(6,11-Dihydro-dibenzo[b,e]oxepin-11-yl)-4-((E)-3-phenyl-allyl)-piperazine; compound with (Z)-but-2-enedioic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: NaBH4 / methanol / 0.33 h / 0 °C 2: SOCl2 / 0.17 h / Ambient temperature 3: 67 percent / CH2Cl2 / 1 h / Ambient temperature View Scheme

: 4504-87-4
6,11-dihydrodibenz[b,e]oxepin-11-one

: 139305-71-8
1-(6,11-Dihydro-dibenzo[b,e]oxepin-11-yl)-4-(3-phenyl-prop-2-ynyl)-piperazine; compound with (Z)-but-2-enedioic acid

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: NaBH4 / methanol / 0.33 h / 0 °C 2: SOCl2 / 0.17 h / Ambient temperature 3: CH2Cl2 / 2 h / Ambient temperature 4: 18 percent / toluene / 8 h / Heating View Scheme

Dibenz[b,e]oxepin-11(6H)-one Specification

The CAS register number of Dibenz[b,e]oxepin-11(6H)-one is 4504-87-4. It also can be called as 6,11-Dihydrodibenzo[b,e]oxepin-11-one and the IUPAC name about this chemical is 6H-benzo[c][1]benzoxepin-11-one. The molecular formula about this chemical is C₁₄H₁₀O₂and the molecular weight is 210.23. It belongs to the following product categories which include Pharmaceutical Intermediates; (Intermediate of Doxopin Hcl) and so on.

Physical properties about Dibenz[b,e]oxepin-11(6H)-one are: (1)ACD/LogP: 3.36; (2)ACD/LogD (pH 5.5): 3.36; (3)ACD/LogD (pH 7.4): 3.36; (4)ACD/BCF (pH 5.5): 209.06; (5)ACD/BCF (pH 7.4): 209.06; (6)ACD/KOC (pH 5.5): 1593.9; (7)ACD/KOC (pH 7.4): 1593.9; (8)#H bond acceptors: 2; (9)Polar Surface Area: 26.3Å²; (10)Index of Refraction: 1.619; (11)Molar Refractivity: 60.14 cm³; (12)Molar Volume: 171.3 cm³; (13)Polarizability: 23.84x10^-24cm³; (14)Surface Tension: 47.5 dyne/cm; (15)Enthalpy of Vaporization: 63.58 kJ/mol; (16)Boiling Point: 386.8 °C at 760 mmHg; (17)Vapour Pressure: 3.45E-06 mmHg at 25°C.

Preparation: this chemical can be prepared by 2-phenoxymethyl-benzoic acid. This reaction will need reagent P₂O₅ and solvent ethanol.

Uses of Dibenz[b,e]oxepin-11(6H)-one: it can be used to produce 6,11-dihydro-dibenzo[b,e]oxeπn-11-ol. This reaction will need reagent NaBH₄. The yield is about 86%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1c3c(OCc2c1cccc2)cccc3
(2)InChI: InChI=1/C14H10O2/c15-14-11-6-2-1-5-10(11)9-16-13-8-4-3-7-12(13)14/h1-8H,9H2
(3)InChIKey: YUSHFLBKQQILNV-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C14H10O2/c15-14-11-6-2-1-5-10(11)9-16-13-8-4-3-7-12(13)14/h1-8H,9H2
(5)Std. InChIKey: YUSHFLBKQQILNV-UHFFFAOYSA-N

Product Name

Dibenz[b,e]oxepin-11(6H)-one

Synthetic route

Dibenz[b,e]oxepin-11(6H)-one Specification

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