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5-Methoxybenzofuran-3(2H)-one

CAS No.
39581-55-0
Chemical Name:
5-Methoxybenzofuran-3(2H)-one
Synonyms
AKOS BC-0911;5-METHOXY-BENZOFURAN-3-ONE;5-Nitro-3-Benzofuranone (2);5-methoxy-1-benzofuran-3-one;5-methoxybenzofuran-3(2H)-one;5-Methoxy-3(2H)-benzofuranone;3(2H)-Benzofuranone, 5-Methoxy-;5-Methoxy-1-benzofuran-3(2H)-one;1H-1,4-Diazepine,hexahydro-4-(phenylmethyl)-
CBNumber:
CB3840863
Molecular Formula:
C9H8O3
Molecular Weight:
164.16
MDL Number:
MFCD08544410
MOL File:
39581-55-0.mol
MSDS File:
SDS
Last updated:2026-05-28 03:48:31

5-Methoxybenzofuran-3(2H)-one Properties

storage temp. under inert gas (nitrogen or Argon) at 2-8°C
Appearance Orange to reddish brown Solid
InChI InChI=1S/C9H8O3/c1-11-6-2-3-9-7(4-6)8(10)5-12-9/h2-4H,5H2,1H3
InChIKey VKHVAQOGXRYNNQ-UHFFFAOYSA-N
SMILES O1C2=CC=C(OC)C=C2C(=O)C1

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

5-Methoxybenzofuran-3(2H)-one price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Biosynth PBA58155 5-Methoxy-1-benzofuran-3(2H)-one 39581-55-0 2.5g $501.5 2026-06-04 Buy
Synthonix M36758 5-Methoxybenzofuran-3(2H)-one 39581-55-0 100mg $141 2026-05-06 Buy
Synthonix M36758 5-Methoxybenzofuran-3(2H)-one 39581-55-0 250mg $154 2026-05-06 Buy
Synthonix M36758 5-Methoxybenzofuran-3(2H)-one 39581-55-0 1g $160 2026-05-06 Buy
Synthonix M36758 5-Methoxybenzofuran-3(2H)-one 39581-55-0 5g $770 2026-05-06 Buy
Product number Packaging Price Buy
PBA58155 2.5g $501.5 Buy
M36758 100mg $141 Buy
M36758 250mg $154 Buy
M36758 1g $160 Buy
M36758 5g $770 Buy

5-Methoxybenzofuran-3(2H)-one Chemical Properties, Uses, Production

Synthesis

5-Methoxybenzofuran-3(2H)-one is synthesised using 2-chloro-1-(2-hydroxy-5-methoxyphenyl)ethanone as raw material by chemical reaction. The specific synthesis steps are as follows:
To an ice-cooled solution of boron trichloride (1.2 equiv., 10 mmol, 10 ml of a solution of 1M BC13 in dichloromethane) under N2-atmosphere was added dropwise a solution of J (1 g, 8 mmol,) in dichloromethane (5 ml). Then, chloroacetonitrile (0.7 g, 10 mmol, 1.2 equiv. ) was added dropwise, followed by aluminum(III) chloride (0.5 g, 4 mmol, 0.5 equiv. ) in one portion. The reaction mixture was allowed to warm up to room temperature and was stirred for 6 h. The reaction mixture was diluted with dichloromethane and quenched with IN hydrochloric acid at 0°C. After stirring for 10 min, the aqueous layer was extracted with dichloromethane. The combined organic layers were washed with brine, dried (MgS04) and concentrated Purification by flash chromatography on silica gel (eluent: dichloromethane) afforded the desired product K (1 g, yield = 60percent). Intermediate K (0.15 g, 0.75 mmol, I equiv. ) and potassium acetate (0.22 g, 2.2 mmol, 3 equiv. ) were refluxed in ethanol (10 ml) for 1 h. After cooling, the reaction mixture was filtered and concentrated. The residue was mixed with water, and acidified with IN hydrochloric acid to pH = 1. The aqueous solution was extracted with ethyl acetate, the combined extracts were dried (MgS04), filtered and concentrated to afford the desired product L (110 mg, yield = 90 percent) as a pink solid The experimental procedures for the condensation reaction of compound L with 4-nitroaniline in acetic acid to form compound M, followed by Vilsmeier-Haack formulation and subsequent Knoevenagel condensation of the benzofuran carbaldehyde N with ethyl cyanoacetate to form compound 0, and finally, intramolecular cyclisation to compound 37 were performed using analogous procedures as exemplified in example 1 for the synthesis of compound f starting from compound a. Compound 37 was obtained as a yellow powder (30 mg, purity (LC) = 80 percent).
5-Methoxybenzofuran-3(2H)-one synthesis

References

[1] European Journal of Medicinal Chemistry, 2010, vol. 45, # 12, p. 5950 - 5957
[2] Patent: WO2005/111035, 2005, A1. Location in patent: Page/Page column 78-79
[3] Patent: CN107365322, 2017, A. Location in patent: Paragraph 0098; 0102
[4] Organic Letters, 2008, vol. 10, # 4, p. 573 - 576
[5] Journal of Medicinal Chemistry, 1990, vol. 33, # 3, p. 909 - 918

107-14-2
150-76-5
39581-55-0
Synthesis of 5-Methoxybenzofuran-3(2H)-one from Chloroacetonitrile and 4-Methoxyphenol
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View Latest Price from 5-Methoxybenzofuran-3(2H)-one manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
5-Methoxy-3-Benzofuranone pictures 2022-01-04 5-Methoxy-3-Benzofuranone
39581-55-0
1g 98%min 50kgs/month Shanghai Rlavie Technology Co ltd
5-METHOXY-BENZOFURAN-3-ONE pictures 2019-12-26 5-METHOXY-BENZOFURAN-3-ONE
39581-55-0
1g 95%min 20kg/month Nanjing jinheyou Trading Co., Ltd.
5-METHOXY-BENZOFURAN-3-ONE AKOS BC-0911 5-Methoxy-1-benzofuran-3(2H)-one 3(2H)-Benzofuranone, 5-Methoxy- 5-Methoxy-3(2H)-benzofuranone 5-Nitro-3-Benzofuranone (2) 1H-1,4-Diazepine,hexahydro-4-(phenylmethyl)- 5-methoxybenzofuran-3(2H)-one 5-methoxy-1-benzofuran-3-one 39581-55-0