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Quality Control of Isopropyl 4-Hydroxybenzoate Purity: 98% SDS Specification

COA

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NMR

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Product Details of Isopropyl 4-Hydroxybenzoate

CAS No. :	4191-73-5
Formula :	C₁₀H₁₂O₃
M.W :	180.20
SMILES Code :	O=C(OC(C)C)C1=CC=C(O)C=C1
Synonyms :	Isopropylparaben
MDL No. :	MFCD00016468
InChI Key :	CMHMMKSPYOOVGI-UHFFFAOYSA-N
Pubchem ID :	20161

Safety of Isopropyl 4-Hydroxybenzoate

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Application In Synthesis of Isopropyl 4-Hydroxybenzoate

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 4191-73-5 ]

[ 4191-73-5 ] Synthesis Path-Downstream 1~41

1
[ 4191-73-5 ]
[ 869-24-9 ]
4-(2-diethylamino-ethoxy)-benzoic acid isopropyl ester [ No CAS ]

References: [1]Archiv der Pharmazie,1938,vol. 276,p. 154,162.

2
[ 555-31-7 ]
[ 99-76-3 ]
[ 4191-73-5 ]

References: [1]Archiv der Pharmazie,1953,vol. 286,p. 324,327.

3
[ 67-63-0 ]
[ 99-96-7 ]
[ 4191-73-5 ]

Yield	Reaction Conditions	Operation in experiment
92.8%	With methanesulfonic acid; choline chloride;Reflux;	In the first step, 1 mol of choline chloride and 2 mol of methanesulfonic acid are added to the reaction vessel, and stirred at 80 C until fully dissolved to obtain a eutectic solvent;In the second step, after the reaction system is cooled to room temperature, 1 mol of p-hydroxybenzoic acid and 1.2 mol of isopropanol are added, the temperature is slowly raised, and the reaction is refluxed, and TLC is monitored until the end of the reaction;In the third step, the reaction solution is cooled to room temperature, a solid is precipitated, and suction filtration is carried out. The filter cake is washed with a small amount of water to obtain paraben ester, the yield is 92.8%, m.p. 101 to 104 C; and the filtrate is recovered to obtain a eutectic solvent.
55%	With thionyl chloride; at 0℃;Reflux; Inert atmosphere;	General procedure: Thionyl chloride (1.16 g, 1.5 equiv) was added drop-wise to a solution of acid (1.0 g, 1.0 equiv) in the corresponding alcohol (15 ml) at 0&d eg;C. The solution was refluxed under a nitrogen atmosphere until all starting material was consumed (TLC monitoring). Then the solvent was removed under vacuo and the residue was purified by silica gel column chromatography eluting with ethyl acetate/n-hexane to afford the corresponding carboxylic esters.

References: [1]Patent: CN110878018,2020,A .Location in patent: Paragraph 0033-0036.
[2]Synthesis,2003,p. 2479 - 2482.
[3]Patent: CN109970557,2019,A .Location in patent: Paragraph 0049; 0050; 0051; 0052; 0053; 0054; 0055.
[4]Phosphorus, Sulfur and Silicon and the Related Elements,2004,vol. 179,p. 1187 - 1191.
[5]Bioorganic and Medicinal Chemistry,2013,vol. 21,p. 1564 - 1569.
[6]Journal of the Society of Chemical Industry,1947,vol. 66,p. 175.
[7]Archiv der Pharmazie,1938,vol. 276,p. 154,162.
[8]Journal of Medicinal Chemistry,1989,vol. 32,p. 1910 - 1913.
[9]Journal of Agricultural and Food Chemistry,2007,vol. 55,p. 9365 - 9372.

4
[ 4191-73-5 ]
[ 572-09-8 ]
[ 124103-79-3 ]

References: [1]Archiv der Pharmazie,1956,vol. 289,p. 488,496.

5
[ 2212-05-7 ]
[ 4191-73-5 ]
[ 60377-02-8 ]

References: [1]Patent: DE2460689,1976, .
Chem.Abstr.,1979,vol. 90.

6
[ 2210-72-2 ]
[ 4191-73-5 ]
[ 70193-75-8 ]

References: [1]Patent: DE2735856,1979, .
Chem.Abstr.,1979,vol. 91.

7
[ 4191-73-5 ]
[ 60378-03-2 ]
[ 60377-24-4 ]

References: [1]Patent: DE2460689,1976, .
Chem.Abstr.,1979,vol. 90.

8
[ 4191-73-5 ]
[ 3101-60-8 ]
[ 70193-84-9 ]

References: [1]Patent: DE2735856,1979, .
Chem.Abstr.,1979,vol. 91.

9
[ 4191-73-5 ]
[ 3101-60-8 ]
[ 60377-16-4 ]

References: [1]Patent: DE2460689,1976, .
Chem.Abstr.,1979,vol. 90.

10
[ 123-75-1 ]
[ 50-00-0 ]
[ 4191-73-5 ]
4-Hydroxy-3,5-bis-pyrrolidin-1-ylmethyl-benzoic acid isopropyl ester; hydrochloride [ No CAS ]

References: [1]Journal of Medicinal Chemistry,1989,vol. 32,p. 1910 - 1913.

11
[ 39649-71-3 ]
[ 4191-73-5 ]
C₂₃H₂₈O₅ [ No CAS ]