ChemicalBook > CAS DataBase List > 6-Benzyloxyindole-3-carboxaldehyde

6-Benzyloxyindole-3-carboxaldehyde

Product Name: 6-Benzyloxyindole-3-carboxaldehyde
CAS No.: 92855-64-6
Chemical Name: 6-Benzyloxyindole-3-carboxaldehyde
Synonyms: Zinc02516297;6-Benzyloxy-;6-BENZYLOXYINDOLE-3-ALDEHYDE;6-BENZYLOXYINDOLE-3-CARBALDEHYDE;6-BENZYLOXYINDOLE-3-CARBOXALDEHYDE;6-Benzyloxyindole-3-carboxaldehyde 98%;6-(BENZYLOXY)-1H-INDOLE-3-CARBALDEHYDE;6-Benzyloxy-1H-indole-3-carboxaldehyde;6-phenylmethoxy-1H-indole-3-carbaldehyde;6-Benzyloxy-1H-indole-3-carboxaldehyde 98%
CBNumber: CB3778889
Molecular Formula: C16H13NO2
Formula Weight: 251.28
MOL File: 92855-64-6.mol

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6-Benzyloxyindole-3-carboxaldehyde Property

Melting point:: 215-216 °C
Boiling point:: 474.2±30.0 °C(Predicted)
Density: 1.267±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 15.67±0.30(Predicted)
Appearance: Light yellow to khaki Solid
CAS DataBase Reference: 92855-64-6(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 43
Safety Statements: 36/37
Hazard Note: Irritant
HS Code: 2933998090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

TRC

Product number: B288995
Product name: 6-Benzyloxyindole-3-carbaldehyde
Packaging: 50mg
Price: $60
Updated: 2021/12/16

Apolloscientific

Product number: OR1676
Product name: 6-Benzyloxy-1H-indole-3-carboxaldehyde
Purity: 98%
Packaging: 1g
Price: $37
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H15-1-N3
Product name: 6-Benzyloxy-1H-indole-3-carboxaldehyde
Purity: 98.0%
Packaging: 1g
Price: $40
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB52336
Product name: 6-Benzyloxyindole-3-carboxaldehyde
Packaging: 500mg
Price: $45
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB52336
Product name: 6-Benzyloxyindole-3-carboxaldehyde
Packaging: 1g
Price: $75
Updated: 2021/12/16

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6-Benzyloxyindole-3-carboxaldehyde Chemical Properties,Usage,Production

Synthesis

15903-94-3

68-12-2

92855-64-6

General procedure for the synthesis of 6-benzyloxyindole-3-carboxaldehyde from 6-benzyloxyindole and N,N-dimethylformamide: A three-necked round-bottomed flask equipped with a nitrogen inlet and a thermocouple was charged with N,N-dimethylformamide (DMF, 75 mL). The flask was cooled to an internal temperature of +2.8 °C using an ice water bath. Phosphoryl chloride (12.7 mL, 137.2 mmol, 1.25 eq.) was slowly added dropwise, controlling the internal temperature to be below 5 °C (1 hour elapsed time). After dropwise addition, 6-benzyloxyindole (25.0 g, 109.7 mmol, 1.0 eq.) was added in batches of 1 g at a time, keeping the internal temperature below 5 °C (1 hour elapsed time). The resulting dark-colored solution was slowly warmed to room temperature (RT) and maintained for 1 hour. An aqueous solution (250 mL) of sodium hydroxide (50 g) was prepared in a Morton flask and cooled to an internal temperature of 2.0°C. The reaction mixture was slowly poured into the cold sodium hydroxide solution under vigorous stirring, controlling the internal temperature between 20-30°C. A light beige solid (final pH 14) was separated. The slurry was slowly heated to an internal temperature of 70°C and held under a light nitrogen purge for 10-15 minutes to remove precipitated dimethylamine, followed by continued heating to an internal temperature of 90°C and holding for 15 minutes. After cooling to room temperature, the slurry was diluted with water (40 mL) and the solids were collected by filtration. The filter cake was washed with water (2 x 100 mL) and dried in a vacuum oven at 50 °C and 23 inches Hg pressure with a slight nitrogen purge to constant weight to give 6-benzyloxyindole-3-carboxaldehyde (27.3 g) as a beige/tan solid. The product can be used directly without further purification, or if in bulk form, it needs to be ground into a fine powder before the next step.1H NMR (400 MHz, DMSO-d6) δ: 11.94 (br, s), 9.87 (s, 1H), 8.15 (s, 1H), 7.96 (d, J = 8.5 Hz, 1H), 7.47 (d, J = 7.2 Hz, 2H ), 7.40 (app t, J = 7.4 Hz, 2H), 7.33 (t, J = 7.0 Hz, 1H), 7.08 (s, 1H), 6.95 (d, J = 8.5 Hz, 1H), 5.15 (s, 2H). 13C NMR (101 MHz, DMSO-d6): 184.7, 155.7, 137.9, 137.8, 137.2, 128.4, 127.7, 127.6, 121.4, 118.25, 118.23, 112.4, 96.9, 69.5. IR (KBr) (cm-1): 1634 (s), 1526 (m), 1426 (s, 2H). 1526 (m), 1426 (m), 1385 (m), 1159 (m). HRMS (ESI) (m/z): Calcd for C16H13NO2 [M + H]+: 252.1019. Found: 252.1025.

References

[1] Journal of Medicinal Chemistry, 2012, vol. 55, # 23, p. 10700 - 10715
[2] Journal of the Chemical Society, 1958, p. 3493,3494
[3] Synlett, 2003, # 10, p. 1533 - 1535
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 9, p. 2571 - 2574
[5] Journal of Organic Chemistry, 2018, vol. 83, # 7, p. 3928 - 3940

6-Benzyloxyindole-3-carboxaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 6-Benzyloxyindole-3-carboxaldehyde manufacturers

Career Henan Chemical Co

Product: 6-Benzyloxyindole-3-carboxaldehyde 92855-64-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98% HPLC
Supply Ability: 10 Tons
Release date: 2020-02-19

92855-64-6, 6-Benzyloxyindole-3-carboxaldehydeRelated Search:

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6-BENZYLOXYINDOLE-3-ALDEHYDE

6-BENZYLOXYINDOLE-3-CARBALDEHYDE

6-BENZYLOXYINDOLE-3-CARBOXALDEHYDE

6-(BENZYLOXY)-1H-INDOLE-3-CARBALDEHYDE

6-Benzyloxyindole-3-carboxaldehyde 98%

6-Benzyloxy-

Zinc02516297

6-Benzyloxy-1H-indole-3-carboxaldehyde 98%

6-Benzyloxy-1H-indole-3-carboxaldehyde

1H-Indole-3-carboxaldehyde, 6-(phenylmethoxy)-

6-phenylmethoxy-1H-indole-3-carbaldehyde

92855-64-6

Indoles and derivatives

Indoline & Oxindole