81402-52-0

Basic information

• Product Name: Benzenepropanol, g-(dimethylamino)-
• CAS NO: 81402-52-0
• Molecular Formula: C11H17NO
• Molecular Weight: 179.262
• Mol File: 81402-52-0.mol

Chemical Properties

• CAS DataBase Reference: Benzenepropanol, g-(dimethylamino)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenepropanol, g-(dimethylamino)-(81402-52-0)
• EPA Substance Registry System: Benzenepropanol, g-(dimethylamino)-(81402-52-0)

Safety Data

• Hazardous Substances Data: 81402-52-0(Hazardous Substances Data)

Usage

Uses

Used in Solvent Applications:
Benzenepropanol, g-(dimethylamino)is used as a solvent for its ability to dissolve a wide range of substances, making it suitable for various industrial processes.
Used in Perfume Formulation:
It is used as a component in the formulation of perfumes, where its pleasant odor contributes to the overall fragrance.
Used in Pharmaceutical Synthesis:
Benzenepropanol, g-(dimethylamino)is used as a precursor in the synthesis of pharmaceuticals, playing a crucial role in the production of various medications.
Used in Chemical Research:
It serves as a reagent in chemical research, aiding in various experimental procedures and analyses.
Used in Plastics and Polymers Industry:
Benzenepropanol, g-(dimethylamino)is used as a stabilizer in the manufacture of plastics and polymers, enhancing their properties and performance.
It is important to handle Benzenepropanol, g-(dimethylamino)with care, as it can be harmful if it comes into contact with the skin or is ingested. Additionally, it should only be used in well-ventilated areas to prevent inhalation of its vapors.

Upstream product

• 124-40-3 dimethyl amine 
• 3585-33-9 lithium dimethylamide 
• 4192-77-2 ethyl cinnamate 
• 15028-40-7 DL-2-phenylglycine methyl ester hydrochloride 
• 24892-67-9 3-Dimethylamino-3-phenyl-propionsaeureethylester 
• 3646-50-2 3-Amino-3-phenylpropionic acid 
• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 14593-04-5 3-amino-3-phenyl-1-propanol 
• 100-52-7 benzaldehyde 
• 82769-74-2 (R)-(-)-3-(dimethylamino)-3-phenyl-1-propanol 
• 82769-75-3 (S)-(+)-3-(dimethylamino)-3-phenyl-1-propanol 
• 6098-50-6 3-dimethylamino-3-phenylpropionic acid 
• 85608-26-0 Winterstein acid hydrochloride 

Downstream Products

• 108847-04-7 (3-hydroxy-1-phenyl-propyl)-trimethyl-ammonium; iodide 
• 81402-53-1 N,N-dimethyl-3-chloro-1-phenylpropylamine hydrochloride 
• 81402-47-3 Dimethyl-[3-(4-methyl-piperazin-1-yl)-1-phenyl-propyl]-amine 
• 1119825-22-7 C₁₄H₂₂N₂O₂ 
• 1353585-50-8 (+)-3-N,N-dimethylamino-3-phenylpropanol L-tartaric acid salt 
• 119356-77-3 dapoxetine 
• 1071929-03-7 Dapoxetine hydrochloride 
• 82769-75-3 (S)-(+)-3-(dimethylamino)-3-phenyl-1-propanol 
• 1448512-87-5 S-(+)-N,N-dimethyl-3-(naphthalen-1-yloxy)-1-phenylpropan-1-amine tartrate 
• 119356-76-2 N,N-dimethylamino-3-(naphthyl-1-oxy)-1-phenylprop-1-amine 
• 21040-45-9 Cinnamyl acetate 

Relevant articles and documents

Base-induced Sommelet–Hauser rearrangement of N-(α-(2-oxyethyl)branched)benzylic glycine ester-derived ammonium salts via a chelated intermediate

The base-induced Sommelet–Hauser (S–H) rearrangement of N-(α-branched)benzylic glycine ester-derived ammonium salts 1 was investigated. When the α-branched substituent was a simple alkyl, such as a methyl or butyl, desired S–H rearrangement product 2 was obtained in low yield with formation of the [1,2] Stevens rearranged 4 and Hofmann eliminated products 5 and 6. However, when the α-branched substituent had a 2-oxy moiety, such as 2-acetoxyethyl or 2-benzoyloxyethyl, the yields of 2 were improved. These results could be explained by formation of chelated intermediate C that stabilizes the carbanionic ylide, and the subsequent initial dearomative [2,3] sigmatropic rearrangement would be accelerated. The existence of C was supported by mechanistic experiments. This enhancement effect is not very strong or effective; however, it will expand the synthetic usefulness of ammonium ylide rearrangements.

Synthesis, separation-purification, and salt forming method of dapoxetine

The invention provides a novel synthesis, gradient separation-purification, and salt forming method of dapoxetine. Easily available and cheap benzaldehyde is taken as the primary raw material of the synthesis route. The whole reaction conditions are mild. The synthesis route is short. No highly toxic or explosive raw material is used. The problem of chiral separation is well solved in the route. During the separation process, the product is purified. Finally, chlorinated hydromethyl tert-butyl ether which does not have any side or toxic effect is used to carry out salt forming. A large amount of labor, material, and time is saved. The production cost is reduced. The synthesis does not need any special equipment. The operation is simple and convenient. The method has a good industrial application prospect.

A S - west reaches anchors the sandbank and its salt synthesis method

The invention discloses a synthetic method for S-dapoxetine. The synthetic method comprises the following steps: (1) resolving 1-phenyl-3-(naphthyl-1-oxy)propylamine for at least once with a resolving agent to obtain a resolved mixed system; (2) separating the resolved mixed system to obtain S-1-phenyl-3-(naphthyl-1-oxy)propylamine, and recycling mother liquor; (3) performing methylation on the S-1-phenyl-3-(naphthyl-1-oxy)propylamine to obtain S-dapoxetine. Compared with the conventional industrial production method, residual intermediate (R)-phenyl-3-(naphthyl-1-oxy)propylamine in the resolved mother liquor is firstly recycled on the basis of the prior art, then resolved again through D-(-) tartaric acid after racemization, and recycled, so that the yield is increased, the product waste is avoided, and the economic benefits are improved.

A west reaches anchors the sandbank and method for industrial preparation of the intermediates

The invention relates to an industrial preparation method of apoxetine and an intermediate of apoxetine. According to the method, methylation, condensation and salt forming reaction are carried out on 3-amino-3-phenyl propanol serving as a starting raw material to obtain the apoxetine and the intermediate of apoxetine. The method overcomes the deficiencies in the prior art, comprises simple and short reaction steps and is convenient and fast to operate and suitable for industrial production; moreover, the raw materials are simple and easily available.

PROCESSES FOR THE PREPARATION OF (+)-N,N-DIMETHYL-2-[1-(NAPHTHALENYLOXY) ETHYL] BENZENE METHANAMINE AND INTERMEDIATES THEREOF

The present invention relates to processes for the preparation of S(+)-N,N-dimethyl-2-[1-(naphthalenyloxy)ethyl]benzene methanamine and intermediates thereof. More particularly the present invention relates to preparation of the compound 3(S)-(+)-N,N-dimethylamino-3-phenyl propanol useful as intermediate in the synthesis of pharmaceutically active compounds.

Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists-Structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC)

Compounds based on the 3-(dimethylamino)butyl dimethylcarbamate (DMABC) scaffold were synthesized and pharmacologically characterized at the α4β2, α3β4, α4β4 and α7 neuronal nicotinic acetylcholine receptors (nAChRs). The carbamate functionality and a small hydrophobic substituent in the C-3 position were found to be vital for the binding affinity to the nAChRs, whereas the carbamate nitrogen substituents were important for nAChR subtype selectivity. Finally, the compounds were found to be agonists at the α3β4 nAChR.

An azetidinium ion approach to 3-aryloxy-3-aryl-1-propanamines

Treatment of 3-(dimethylamino)-1-phenyl-propan-1-ol with mesyl chloride and then different phenols generates a range of N,N-dimethyl-3-aryloxy-3-aryl-1-propanamines via regiospecific opening of a proposed azetidinium ion intermediate. During the rearrangement process, there was some leakage of stereochemical integrity.

Novel isomerization reaction of N,N-dimethyl-α-(methoxycarbonyl)-4- substituted-benzylammonium N-methylides

Fluoride ion-induced desilylation of N,N-dimethyl-N- [(trimethylsilyl)methyl]-α-(methoxycarbonyl)4-substituted benzylammonium salts (7) gave two Stevens rearrangement products: methyl 3-(dimethylamino)- 2-(4-substituted phenyl)propionates (13) from N-methylides 8, and methyl 3- (dimethylamino)-3-(4-substituted phenyl)propionates (15) from N-benzylides 10. Additional Stevens rearrangement products, methyl 2-(dimethylamino)-3- (4-substituted phenyl)propionates (16), were competitively formed from ylides 12 when the cesium fluoride used was not predried. The mechanism of the isomerization from methylides 8, which was initially generated, to 10 and 12 is discussed.