4-BENZYLOXYBUTYRIC ACID

Base Information

• Chemical Name: 4-BENZYLOXYBUTYRIC ACID
• CAS No.: 10385-30-5
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Hs Code.: 2918990090
• Mol file: 10385-30-5.mol

Synonyms:4-Benzyloxybutyric acid;4-(Benzyloxy)butanoic acid;Butyric acid, 4-(benzyloxy)-;

Chemical Property of 4-BENZYLOXYBUTYRIC ACID

Chemical Property:

• Vapor Pressure: 3.66E-05mmHg at 25°C
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 339.1 °C at 760 mmHg
• PKA: 4.63±0.10(Predicted)
• Flash Point: 131.3 °C
• PSA: 46.53000
• Density: 1.124 g/cm³
• LogP: 2.06800
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Benzyloxy)butanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Benzyloxybutyric acid may be used in the synthesis of benzyloxybutyryl (BOB) esters of alcohols by standard acylation techniques or by the Jacobsen asymmetric nucleophilic ring opening of epoxides.

Technology Process of 4-BENZYLOXYBUTYRIC ACID

There total 25 articles about 4-BENZYLOXYBUTYRIC ACID which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-benzyloxy-butan-1-ol (4541-14-4) → 4-(benzyloxy)butanoic acid (10385-30-5)

Guidance literature:

4-benzyloxy-butan-1-ol; With sodium hypochlorite; sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In water; acetonitrile; at 35 ℃; for 5.5h; pH=6.7; Aqueous phophate buffer;

With sodium sulfate; at 20 ℃; for 0.833333h; pH=8;

Reference yield: 98.0%

4-butanolide (96-48-0) + benzyl bromide (100-39-0) → 4-(benzyloxy)butanoic acid (10385-30-5)

Guidance literature:

With potassium hydroxide;

DOI:10.1016/0040-4039(95)01193-L

Reference yield: 97.0%

allyl 4-benzyloxybutanoate → 4-(benzyloxy)butanoic acid (10385-30-5)

Guidance literature:

[(cyclopentadienyl)bis(acetonitrile)(triphenylphosphine)ruthenium(II)] hexafluorophosphate; In methanol; at 25 ℃; for 14h;

DOI:10.1021/jo020281o

upstream raw materials:

Diethyl<(2-benzyloxy)ethyl>malonate

4-benzyloxy-butan-1-ol

4-butanolide

benzyl chloride

Downstream raw materials:

5-(4'-Benzyloxy-1'-hydroxybutylidene)-2,2-dimethyl-1,3-dioxan-4,6-dione

4-Benzyloxy-1-((R)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-butan-1-one

4-Benzyloxy-butyric acid (R)-3-iodo-1-methyl-propyl ester

4-benzyloxybutyryl chloride

Refernces

• 1、 Kitamura, Masato,Tanaka, Shinji,Yoshimura, Masahiro. "(P(C6H5)3)CpRu+-catalyzed deprotection of allyl carboxylic esters". . p. 4975 - 4977. Retrieved 2002.
• 2、 Bera, Smritilekha,Mondal, Dhananjoy,Chatterjee, Bhaskar. "An expedient strategy towards an advanced pyrrolidine intermediate for the synthesis of pyrrolizidine alkaloids". . p. 1260 - 1262. Retrieved 2015.
• 3、 Corbin, Nathan,Lazouski, Nikifar,Manthiram, Karthish,Steinberg, Katherine,Yang, Deng-Tao. "Suppressing carboxylate nucleophilicity with inorganic salts enables selective electrocarboxylation without sacrificial anodes". . p. 12365 - 12376. Retrieved 2021/10/08.
• 4、 -. "Asymmetric total synthesis method of sex pheromone (R, Z)-21-methyl-8-tripentadecene of psacothea hilaris". Paragraph 0048; 0059. . Retrieved 2020/12/30.