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    Synthesis of Procaine Hydrochloride

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    Professeur Albert Hofmann
    This document describes the synthesis of procaine hydrochloride, a local anesthetic. The synthesis involves esterification of 4-aminobenzoic acid with 2-(dimethylamino)ethanol to form an ester, followed by reduction of the nitro group to an amine. The resulting compound is treated with hydrochloric acid to form the hydrochloride salt. Key steps include esterification, reduction, azeotropic distillation and vacuum distillation for purification. Safety notes are provided for specific steps in the procedure.

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    Synthesis of Procaine Hydrochloride

    Uploaded by

    Professeur Albert Hofmann
    76 views11 pages
    This document describes the synthesis of procaine hydrochloride, a local anesthetic. The synthesis involves esterification of 4-aminobenzoic acid with 2-(dimethylamino)ethanol to form an ester, followed by reduction of the nitro group to an amine. The resulting compound is treated with hydrochloric acid to form the hydrochloride salt. Key steps include esterification, reduction, azeotropic distillation and vacuum distillation for purification. Safety notes are provided for specific steps in the procedure.

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    This document describes the synthesis of procaine hydrochloride, a local anesthetic. The synthesis involves esterification of 4-aminobenzoic acid with 2-(dimethylamino)ethanol to form an ester, followed by reduction of the nitro group to an amine. The resulting compound is treated with hydrochloric acid to form the hydrochloride salt. Key steps include esterification, reduction, azeotropic distillation and vacuum distillation for purification. Safety notes are provided for specific steps in the procedure.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as PPT, PDF, TXT or read online from Scribd
    Flag for inappropriate content
    Download as ppt, pdf, or txt
    76 views11 pages

    Synthesis of Procaine Hydrochloride

    Uploaded by

    Professeur Albert Hofmann
    This document describes the synthesis of procaine hydrochloride, a local anesthetic. The synthesis involves esterification of 4-aminobenzoic acid with 2-(dimethylamino)ethanol to form an ester, followed by reduction of the nitro group to an amine. The resulting compound is treated with hydrochloric acid to form the hydrochloride salt. Key steps include esterification, reduction, azeotropic distillation and vacuum distillation for purification. Safety notes are provided for specific steps in the procedure.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as PPT, PDF, TXT or read online from Scribd
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    Download as ppt, pdf, or txt
    of 11

    Synthesis of Procaine Hydrochloride

    Procaine a local anesthetics agent


    Chemical name: 4-Aminobenzoic acid-2(dimethylamino)ethylester hydrochloride Chemical structure:

    H2N

    COOCH2CH2N(C2H5)2HCl C13H21ClN2O2 MW: 272.77

    Purpose:
    Study the synthetic route of procaine hydrocholide Learn the methods of esterification and reduction. Learn the principle and method of azeotropic distillation. Learn the purification of the compound with good solubility in water.

    1. Esterification
    COOH + HOCH2CH2N(C2H5)2

    NO2 COOCH2CH2N(C2H5)2 Xylene reflux NO2 + H2O

    O2N

    COOCH2CH2N(C2H5)2

    Fe/HCl

    H2N

    COOCH2CH2N(C2H5)2.HCl

    2. Reduction
    COOCH2CH2N(C2H5)2 Fe/HCl NO2 COOCH2CH2N(C2H5)2.HCl

    NH2

    3. Preparation of Procaine Hydrochloride and refinement.


    COOCH2CH2N(C2H5)2.HCl NaOH pH 9.5-10 NH2 NH2 COOCH2CH2N(C2H5)2.HCl HCl pH 5.5 NH2 COOCH2CH2N(C2H5)2

    Azeotropic distillation

    Vacuum distillation

    Reduction

    Notes in the procedure:


    Step 1: Keep the reflux temperature about 150Cinner temperature is 145C. Step 4: Be careful and fix your beaker when you cool the solution in an ice-water bath.

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