ChemicalBook--->CAS DataBase List--->17890-56-1

17890-56-1

17890-56-1 Structure

17890-56-1 Structure
IdentificationMore
[Name]

2-(HYDROXYMETHYL)BENZO[B]THIOPHENE
[CAS]

17890-56-1
[Synonyms]

1-BENZOTHIOPHEN-2-YLMETHANOL
1-BENZOTHIOPHENE-2-YLMETHANOL
2-(HYDROXYMETHYL)BENZO[B]THIOPHENE
2-(HYDROXYMETHYL)BENZOTHIOPHENE
BUTTPARK 36\18-21
RARECHEM AL BD 0483
BENZOTHIOPHENE-2-METHANOL
Benzo[b]thiophene-2-methanol, 98%
2-(Hydroxymethyl)benzo[b]thiophene, Benzo[b]thiophen-2-yl-methanol
Benzo[b]thiophen-2-ylmethanol
[Molecular Formula]

C9H8OS
[MDL Number]

MFCD02682004
[Molecular Weight]

164.22
[MOL File]

17890-56-1.mol
Chemical PropertiesBack Directory
[Melting point ]

98-101°C
[Boiling point ]

108-110 °C(Press: 4 Torr)
[density ]

1.294±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[form ]

powder to crystal
[pka]

13.89±0.10(Predicted)
[color ]

White to Orange to Green
[Detection Methods]

HPLC
[CAS DataBase Reference]

17890-56-1(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36:Irritating to the eyes.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
[WGK Germany ]

3
[HS Code ]

29349990
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Tetrahydrofuran-->N,N-Dimethylformamide-->n-Butyllithium-->Lithium Aluminum Hydride-->Thianaphthene-->Thianaphthene-2-carboxylic acid-->Ethyl benzo[b]thiophene-2-carboxylate-->Hydrochloric acid-->Formaldehyde
[Preparation Products]

Benzo[b]thiophene-2-carboxaldehyde-->N-Bsmoc-L-alanine-->N-Bsmoc-glycine-->N-Bsmoc-L-phenylalanine
Hazard InformationBack Directory
[Chemical Properties]

White to yellow solid
[Uses]

Benzo[b]thiophene-2-methano is an important intermediates and reagents in organic synthesis.
[Synthesis]

ETHYL BENZO[B]THIOPHENE-2-CARBOXYLATE

17890-55-0

2-(HYDROXYMETHYL)BENZO[B]THIOPHENE

17890-56-1

The general procedure for the synthesis of 1-benzothiophene-2-methanol using ethyl benzo[b]thiophene-2-carboxylate as a starting material was as follows: lithium aluminum hydride (712 mg) was suspended in dry tetrahydrofuran (15 mL) and cooled to 0°C in an ice bath. At this temperature, a solution of ethyl benzo[b]thiophene-2-carboxylate (2.06 g, 10 mmol) in tetrahydrofuran (15 mL) was slowly added dropwise. After the dropwise addition was completed, the reaction was kept at 0°C and stirring was continued for 1 hour. Subsequently, the reaction was quenched by careful addition of 1N hydrochloric acid (150 mL) and stirring was continued for 15 minutes. The reaction mixture was extracted with ethyl acetate, the organic layers were combined and dried over anhydrous magnesium sulfate. The solvent was removed by concentration under reduced pressure to give the white crystalline product 1-benzothiophene-2-methanol (1.51 g, 92% yield). The product was characterized by 1H-NMR (CDCl3, 270 MHz) with chemical shifts of δ= 7.86-7.67 (m, 2H), 7.42-7.20 (m, 3H), 4.91 (s, 2H), 2.02 (bs, 1H).

[References]

[1] Patent: US2003/109570, 2003, A1
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 3, p. 457 - 465
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 8, p. 2922 - 2926
[4] Organic Letters, 2016, vol. 18, # 8, p. 1828 - 1831
[5] Synlett, 2017, vol. 28, # 1, p. 133 - 137
Spectrum DetailBack Directory
[Spectrum Detail]

2-(HYDROXYMETHYL)BENZO[B]THIOPHENE(17890-56-1)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

1-benzothiophen-2-ylmethanol(17890-56-1)
[Alfa Aesar]

Benzo[b]thiophene-2-methanol(17890-56-1)
[Sigma Aldrich]

17890-56-1(sigmaaldrich)
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