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A Novel Process For Preparng (S) 3 (4 (2 Chloro 5 Iodobenzyl)phenoxy)tetrahydrofuran

Abstract: Abstract: The present invention relates to an advantageous, industrially feasible process for preparing (S)-3-(4-(2-chloro-5-iodobenzyl)phenoxy) tetrahydrofuran.

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Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
28 September 2020
Publication Number
13/2022
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
Parent Application

Applicants

ALMELO PRIVATE LIMITED
PLOT NO.A 38 & 39, IDA, KUKATPALLY, GANDHI NAGAR, HYDERABAD, TELANGANA, INDIA

Inventors

1. KESHAV DEO
PLOT NO. 96, GYMNASIUM PRESTIGE PARK, GUNDLA POCHAMPALLY, KOMPALLY, HYDERABAD-500014
2. T.P.ANAND KRISHNA
PLOT NO.8, UMANAGAR, BEGUMPET, HYDERABAD-500016, INDIA
3. CHANIYARA RAVIKUMAR
AASHOPALAV PARK, STREET NO.2, OPP. PALMCITY, PATIDAR CHOWK, SADHU VASVANI ROAD, RAJKOT-360007, INDIA

Specification

Claims:
(1) A novel process for preparing (S)-3-(4-(2-chloro-5-iodobenzyl)phenoxy) tetrahydrofuran of formula-2 comprising the steps of;
Formula-2
(a) reacting 2-Chloro-5-iodobenzoic acid with oxalyl chloride in presence of solvent, catalyst
(b) alkylating with fluorobenzene in presence of lewis acid
(c) isolating 2-Chloro-4'-fluoro-5-iodobenzophenone
(d) reducing 2-Chloro-4'-fluoro-5-iodobenzophenone in presence of solvent and reducing agent
(e) isolating l-Chloro-2-(4-fluorobenzyl)-4-iodobenzene
(f) reacting l-Chloro-2-(4-fluorobenzyl)-4-iodobenzene with (S)-3-hydroxytetrahydrofuran in presence of base and solvent
(g) isolating (S)-3-(4-(2-chloro-5-iodobenzyl)phenoxy)tetrahydrofuran
(2) The process according to claim 1, wherein the solvent is selected from the group consisting of dichloromethane, ethyl acetate, tetrahydrofuran, acetone, acetonitrile, Dimethylformamide, dimethylsulfoxide and mixture thereof.
(3) The process according to claim 1, wherein the catalyst is Dimethylformamide.
(4) The process according to claim 1, wherein the lewis acid is selected from the group consisting of boron trifluoride ether, trisperfluorophenyl boron Alkane, trifluoroacetic acid, hydrogen chloride and its solutions, hydrogen bromide and its solutions, aluminum trichloride, indium trichloride.
(5) The process according to claim 1, wherein the reducing agent is selected from the group consisting of silane such as triethylsilane, trimethylsilane, tri-n-propylsilane, or tri isopropy 1 si lane, 1,1,3,3-tetramethyldisiloxane, borohydride such as sodium borohydride , Potassium borohydride, or borane; or aluminum hydride such as lithium aluminum hydride. (6) The process according to claim 1, wherein the base is selected from the group consisting of alcohol bases or phenol bases, carbonate bases, alkali metal hydroxides, C1-C3 tertiary amines, or other nitrogen-containing organic bases. The base is selected from the group consisting of Potassium tert-butoxide, sodium tert-butoxide, lithium tert-butoxide, sodium methoxide, potassium methoxide, sodium ethoxide, potassium ethoxide, potassium carbonate, sodium carbonate, cesium carbonate, potassium hydroxide, sodium hydroxide, triethylamine, two Isopropylethylamine, sodium hexamethyldisilylamide, lithium hexamethyldisilylamide, potassium hexamethyldisilylamide, l,8-diazabicyclo[5.4.0] eleven Carbon-7-ene (DBU), triethylene diamine (DABCO) or mixture thereof.

Documents

Application Documents

# Name Date
1 202041042010-Form5_(As Filed)_28-09-2020.pdf 2020-09-28
2 202041042010-Form3_(As Filed)_28-09-2020.pdf 2020-09-28
3 202041042010-Form26_Power of Attorney_28-09-2020.pdf 2020-09-28
4 202041042010-Form2 (Title Page)_Provisional_28-09-2020.pdf 2020-09-28
5 202041042010-Form1_(As Filed)_28-09-2020.pdf 2020-09-28
6 202041042010-Description Provisional_(As Filed)_28-09-2020.pdf 2020-09-28
7 202041042010-Correspondence_28-09-2020.pdf 2020-09-28
8 202041042010-Form5_Complete After Provisional_10-08-2021.pdf 2021-08-10
9 202041042010-Form3_Complete After Provisional_10-08-2021.pdf 2021-08-10
10 202041042010-Form2 Title Page_Complete_10-08-2021.pdf 2021-08-10
11 202041042010-Form1_Complete After Provisional_10-08-2021.pdf 2021-08-10
12 202041042010-Description Complete__Complete After Provisional_10-08-2021.pdf 2021-08-10
13 202041042010-Correspondence_Complete After Provisional_10-08-2021.pdf 2021-08-10
14 202041042010-Claims_Complete After Provisional_10-08-2021.pdf 2021-08-10
15 202041042010-Abstract_Complete After Provisional_10-08-2021.pdf 2021-08-10