ChemicalBook > CAS DataBase List > 5-Benzyloxyindole

5-Benzyloxyindole

Product Name: 5-Benzyloxyindole
CAS No.: 1215-59-4
Chemical Name: 5-Benzyloxyindole
Synonyms: NSC 62895;bredreck`s;5-Benzyindole;5-BENZYLOXYINDOLE;5-benzyloxy-indol;Benzyloxy-5 indole;BENZYLOXYINDOLE(5-);TIMTEC-BB SBB003331;5-BENZYLOXY-1H-INDOLE;5-Benzyloxyindole,95%
CBNumber: CB0772987
Molecular Formula: C15H13NO
Formula Weight: 223.27
MOL File: 1215-59-4.mol

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5-Benzyloxyindole Property

Melting point:: 100-104 °C (lit.)
Boiling point:: 364.56°C (rough estimate)
Density: 1.0707 (rough estimate)
refractive index: 1.5500 (estimate)
storage temp.: 2-8°C
solubility: ethanol: may be hazy yellow
form: powder
pka: 16.63±0.30(Predicted)
color: white to light yellow
BRN: 173532
Exposure limits: ACGIH: TWA 20 ppm
OSHA: Ceiling 300 ppm; TWA 200 ppm
NIOSH: IDLH 500 ppm; TWA 100 ppm(375 mg/m3); STEL 150 ppm(560 mg/m3)
InChI: InChI=1S/C15H13NO/c1-2-4-12(5-3-1)11-17-14-6-7-15-13(10-14)8-9-16-15/h1-10,16H,11H2
InChIKey: JCQLPDZCNSVBMS-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(OCC3=CC=CC=C3)C=C2)C=C1
CAS DataBase Reference: 1215-59-4(CAS DataBase Reference)
NIST Chemistry Reference: 1H-indole, 5-(phenylmethoxy)-(1215-59-4)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-24/25-22
WGK Germany: 3
RTECS: NL4850000
F: 8-10
HazardClass: IRRITANT
HS Code: 29339990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H333May be harmful if inhaled

H335May cause respiratory irritation

H361Suspected of damaging fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: B27803
Product name: 5-(Benzyloxy)indole
Purity: 95%
Packaging: 5g
Price: $34.7
Updated: 2025/07/31

Sigma-Aldrich

Product number: B27803
Product name: 5-(Benzyloxy)indole
Purity: 95%
Packaging: 25g
Price: $93.7
Updated: 2025/07/31

TCI Chemical

Product number: B1833
Product name: 5-Benzyloxyindole
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $114
Updated: 2025/07/31

TRC

Product number: B285949
Product name: 5-Benzyloxyindole
Packaging: 10g
Price: $205
Updated: 2021/12/16

TRC

Product number: B285949
Product name: 5-Benzyloxyindole
Packaging: 2.5g
Price: $80
Updated: 2021/12/16

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5-Benzyloxyindole Chemical Properties,Usage,Production

Chemical Properties

Off-white to beige powder

Uses

Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions Reactant in metal-free Friedel-Crafts alkylation reactions Reactant in preparation of protein kinase (PKC) inhibitors Reactant in preparation of indole/quinoline carbothioic acid amide derivatives.

Uses

Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes
Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions
Reactant in metal-free Friedel-Crafts alkylation reactions
Reactant in preparation of protein kinase (PKC) inhibitors
Reactant in preparation of indole/quinoline carbothioic acid amide derivatives

Uses

5-Benzyloxyindole is used as reagent/reactant in regioselective preparation of CF3-β-tryptamine derivatives via base-free thermal ring-opening reaction of N-nosyl-2-CF3-aziridine with indoles.

Synthesis

153805-85-7

1953-54-4

1215-59-4

The reduction reaction of 4-benzyloxy-2-(2-pyrrolidinylvinyl)nitrobenzene was carried out using (E)-1-(5-(benzyloxy)-2-nitrophenylvinyl)pyrrolidine as a starting material, with reference to the method of Example 32, in the presence of 5% rhodium/carbon powder and a metal compound such as ferrous acetate (II), nickel nitrate (II) or cobalt acetylacetonate (III) as a catalyst. The results of the experiments are listed in Table 5 and show that in the presence of the reducing agent of the present invention, the yield of 5-benzyloxyindole was significantly increased while the yield of 5-hydroxyindole as a by-product was decreased as compared to the counterpart 4.

Purification Methods

It is recrystallised from *C6H6/pet ether or pet ether. The picrate forms red crystals from *C6H6 and has m 142-143o. [Burton & Leong Chem Ind (London) 1035 1953, Ek & Witkop J Am Chem Soc 76 5579 1954, fluorescence: Bridges & Williams Biochem J 107 225 1968, Beilstein 27 III/IV 1758.]

References

[1] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39
[2] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39
[3] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39
[4] Patent: EP1541582, 2005, A1. Location in patent: Page/Page column 39
[5] Tetrahedron Letters, 2006, vol. 47, # 6, p. 969 - 972

5-Benzyloxyindole Preparation Products And Raw materials

Raw materials

Preparation Products

2-(5-BENZYLOXY-1H-INDOL-3-YL)-ETHANOL N-ACETYL-5-HYDROXYTRYPTAMINE 5-HYDROXYTRYPTOPHOL 2-(5-BENZYLOXY-1H-INDOL-3-YL)-ETHYLAMINE 2-[5-(Benzyloxy)-1H-indol-3-yl]-2-oxoacetic acid ,97% 5-BENZYLOXYINDOLE-3-GLYOXYLAMIDE Methyl 2-[5-(benzyloxy)-1H-indol-3-yl]-2-oxoacetate ,97%

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View Lastest Price from 5-Benzyloxyindole manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: 5-Benzyloxyindole 1215-59-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-02-22

Henan Fengda Chemical Co., Ltd

Product: 5-Benzyloxyindole 1215-59-4
Price: US $10.00-2.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-28

Zhuozhou Wenxi import and Export Co., Ltd

Product: 5-Benzyloxyindole 1215-59-4
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

1215-59-4, 5-BenzyloxyindoleRelated Search:

Benzyloxyacetyl chloride Indole-3-butyric acid Indometacin Indole 4-Methoxybenzyl alcohol 4-Methoxybenzylchloride Indole-3-acetic acid 4-Benzyloxyindole ,98%,4-BENZYLOXYINDOLE 98% 5-Benzyloxyindole-3-acetate 5-Benzyloxyindole-3-acelonitril 5-BENZYLOXYINDOLE-3-ACETIC ACID 5-Benzyloxyindole-3-acetic methyl ester,METHYL 5-BENZYLOXYINDOLE-3-ACETATE,5-Benzyloxyindole-3-acetic acid methyl ester, Methyl 5-benzyloxyindole-3-acetate, 98% 5-BENZYLOXYINDOLE-2-CARBOXYLIC ACID 3-(2-AMINOETHYL)-5-BENZYLOXYINDOLE 5-Benzyloxyindole-3-carboxaldehyde ,98% ETHYL 5-BENZYLOXYINDOLE-3-GLYOXYLATE 5-BENZYLOXY-DL-TRYPTOPHAN 5-BENZYLOXYGRAMINE

BENZYLOXYINDOLE(5-)

5-(Phenylmethoxy)-1H-indole

5-benzyloxy-indol

Benzyloxy-5 indole

Indole, 5-(benzyloxy)-

TIMTEC-BB SBB003331

5-BENZYLOXY-1H-INDOLE

5-BENZYLOXYINDOLE

5-BENZYLOXYINDOLE CRYSTALLINE

5-BENZYLOXYINDOLE: 94%, MAY CONTAIN UP TO CA 7% TOLUENE

bis-hydroxyethyl-p-aniline sulphate

bredreck`s

5-(Phenylmethoxy)indole

5-Benzyloxyindole ,98%

5-Benzyloxyindole (contains ca. 5% Toluene and Ethanol)

5-Benzyloxyindole,95%

5-Benzyloxyindole, 95% 5GR

1H-Indole, 5-(phenylmethoxy)-

5-Benzyloxyindole, May Contain up to ca 7% Toluene

Benzyl 1H-Indol-5-yl Ether

NSC 62895

5-Benzyindole

5-Benzyloxyindole in stock Factory

5-Benzyloxyindole &gt

Hydrogenated（stearic acid）Phosphatidylcholine

5-BENZYLOXYINDOLE 98%min

1215-59-4

Indoles

Simple Indoles

Building Blocks

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Heterocycle-Indole series

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Simple Indoles

Indole

Pyrroles & Indoles

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Indoles

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