3'-Hydroxypropiophenone
- Product Name
- 3'-Hydroxypropiophenone
- CAS No.
- 13103-80-5
- Chemical Name
- 3'-Hydroxypropiophenone
- Synonyms
- Ephedrine Impurity 7;3'-Hydroxypropiophenone;3-HYDROXY PROPIOPHENONE;3'-Hydroxypropiophenone, 98%;1-(3-hydroxyphenyl)propan-1-one;1-Propanone,1-(3-hydroxyphenyl)-;Metaramine bitartrate Impurity 44;Metaraminol bitartrate Impurity 44;Metaraminol Bitartrate Impurity 13
- CBNumber
- CB7263985
- Molecular Formula
- C9H10O2
- Formula Weight
- 150.17
- MOL File
- 13103-80-5.mol
3'-Hydroxypropiophenone Property
- Melting point:
- 82 °C
- Boiling point:
- 288.9±23.0 °C(Predicted)
- Density
- 1.104±0.06 g/cm3(Predicted)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 9.09±0.10(Predicted)
- color
- Off-White to Beige
- InChI
- InChI=1S/C9H10O2/c1-2-9(11)7-4-3-5-8(10)6-7/h3-6,10H,2H2,1H3
- InChIKey
- YXOGDBMOFMQLEU-UHFFFAOYSA-N
- SMILES
- C(C1=CC=CC(O)=C1)(=O)CC
- CAS DataBase Reference
- 13103-80-5(CAS DataBase Reference)
Safety
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36/37/39
- HS Code
- 2914500090
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
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- H952865
- Product name
- 1-(3-Hydroxyphenyl)-1-propanone
- Packaging
- 250mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- H952865
- Product name
- 1-(3-Hydroxyphenyl)-1-propanone
- Packaging
- 10g
- Price
- $80
- Updated
- 2021/12/16
- Product number
- L536
- Product name
- 3-Hydroxypropiophenone
- Packaging
- 10g
- Price
- $81
- Updated
- 2021/12/16
- Product number
- OR925473
- Product name
- 3'-Hydroxypropiophenone
- Purity
- 97%
- Packaging
- 10g
- Price
- $182
- Updated
- 2021/12/16
- Product number
- OR925473
- Product name
- 3'-Hydroxypropiophenone
- Purity
- 97%
- Packaging
- 25g
- Price
- $276
- Updated
- 2021/12/16
3'-Hydroxypropiophenone Chemical Properties,Usage,Production
Uses
1-?(3-?Hydroxyphenyl)?-?1-?propanone is a reactant used to synthesize tricyclic fused pyridines, a family of alkaloids with antimalarial activity.
Preparation
Preparation by diazotization of m-aminopropiophenone, followed by decomposition of the diazonium salt obtained, (71%)
Also obtained by saponification of 3-acetoxypropiophenone (b.p.2 127–128°) with refluxing 10% sodium hydroxide for 2–3 h (83%)
Also obtained by reductive deamination of 2-amino-5-hydroxypropiophenone (diazotization, followed by decomposition of the diazonium salt formed with copper powder in ethanol)
Also obtained by reaction of ethylmagnesium bromide with 3-hydroxy-N, N-diethylbenzamide in refluxing n-butyl ether for 4 h (75%)
Also obtained by treatment of 3-methoxypropiophenone (b.p.0.05 70–76°) with pyridinium chloride at 210° for 30 min (85%)
Also obtained by treatment of 1-hydroxy-1-(3-hydroxyphenyl)propane (m.p. 105–107°) with DDQ in dioxane for 72 h (97%).
Synthesis
37951-49-8
13103-80-5
1. Aluminum chloride (8.0 g, 0.0594 mol) was slowly added to a stirred solution of m-methoxyacetophenone (6.5 g, 0.0396 mol) in toluene (100 mL) through a powder addition funnel. The reaction was carried out at room temperature under nitrogen atmosphere.2. The stirred reaction mixture was heated to reflux under nitrogen atmosphere for 5 h. 3. Upon completion of the reaction, the mixture was allowed to cool to room temperature, and then slowly poured into a 10% aqueous HCl solution (200 mL).4. The reaction mixture was transferred to a partitioning funnel to separate the organic layer from the aqueous layer.5. The aqueous phase was extracted with ethyl acetate (3 x 150 mL).6. The combined The organic layer was washed once with brine (50 mL) and then dried over anhydrous sodium sulfate.7. The dried organic layer was filtered and the filtrate was concentrated to give the crude product.8. The crude product was purified by column chromatography to give m-hydroxypropiophenone (5.580 g, 94% yield) as a solid.1H NMR (400 MHz, CDCl3): δ 1.23 (t, J = 7.6 Hz, 3H ), 2.99 (q, J = 7.2 Hz, 2H), 7.10-7.12 (dd, J1 = 8.0 Hz, J2 = 2.4 Hz, 1H), 7.32 (app t, J = 8.0 Hz, 1H), 7.51 (br d, J = 8.0 Hz, 1H), 7.62 (app t, J = 2.4 Hz, 1H).
References
[1] Patent: WO2007/62190, 2007, A2. Location in patent: Page/Page column 30
[2] Patent: WO2007/62145, 2007, A2. Location in patent: Page/Page column 41
[3] Journal of Medicinal Chemistry, 1991, vol. 34, # 7, p. 2176 - 2186
[4] Patent: US2016/235065, 2016, A1. Location in patent: Paragraph 0487
3'-Hydroxypropiophenone Preparation Products And Raw materials
Raw materials
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View Lastest Price from 3'-Hydroxypropiophenone manufacturers
- Product
- Metaraminol bitartrate Impurity 44
- Price
- US $0.00-0.00/mg
- Min. Order
- 5mg
- Purity
- 95%+
- Supply Ability
- 1000mg
- Release date
- 2025-02-06
- Product
- 3'-Hydroxypropiophenone 13103-80-5
- Price
- US $100.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- Customized
- Release date
- 2018-07-26