Preparation method of 4-chloro-3-(4-ethoxybenzyl)benzaldehyde

A technology of ethoxybenzyl and benzaldehyde, applied in the field of compound preparation, can solve the problems of difficult separation, expensive starting material of formula 1, etc., and achieve the effects of simple synthesis route, good yield, and cheap and easily available reagents
CN103896752AInactive Publication Date: 2014-07-02SHANGHAI SUN SAIL PHARMA SCI & TECH CO LTD
4 Cites 13 Cited by

Patent Information

Authority / Receiving Office
CN · China
Current Assignee / Owner
SHANGHAI SUN SAIL PHARMA SCI & TECH CO LTD
Publication Date
2014-07-02
Estimated Expiration
Not applicable · inactive patent

Smart Images

  • Figure 1
    Figure 1
  • Figure 2
    Figure 2
  • Figure 3
    Figure 3
Patent Text Reader

Abstract

The invention discloses a preparation method of 4-chloro-3-(4-ethoxybenzyl)benzaldehyde. The preparation method comprises the following steps that 2-chloro-5-bromobenzoic acid is dissolved in an organic solvent, an acylating chlorination reagent is added into the solution, the mixed solution undergoes a reaction to produce 5-bromo-2-chlorobenzoyl chloride, 5-bromo-2-chlorobenzoyl chloride is dissolved in an organic solvent, the solution is cooled, the cooled solution is added with phenetole and acid catalysts, the mixed solution undergoes a reaction to produce (5-bromo-2-chlorphenyl)(4-ethoxyphenyl)ketone, (5-bromo-2-chlorphenyl)(4-ethoxyphenyl)ketone is dissolved in an organic solvent, the solution is added with a reduction reagent system, the solution undergoes a reaction to produce 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene, 4-bromo-1-chloro-2-(4-ethoxybenzyl)benzene is dissolved in an organic solvent, a formylation reagent is added into the solution and the mixed solution undergoes a reaction to produce 4-chloro-3-(4-ethoxybenzyl)benzaldehyde. The preparation method utilizes cheap and easily available raw materials and reagents and has a simple synthesis route, simple processes and a high yield.
Need to check novelty before this filing date? Find Prior Art

Description

technical field

[0001] The present invention relates to a preparation method of a compound, in particular to a sodium-dependent glucose transporter 2 (SGLT-2) inhibitor Ertugliflozin key intermediate 4-chloro-3-(4-ethoxybenzyl)benzene A new preparation method of formaldehyde [compound of formula (I)].

[0002] Background technique

[0003] Type 2 diabetes is a group of clinical syndromes characterized by chronic hyperglycemia due to insufficient insulin secretion or insulin resistance leading to carbohydrate, fat and protein abnormalities. greater than 130mg / dL) and diabetes.

[0004] In a healthy human body, more than 99% of blood sugar is reabsorbed back into the blood after being filtered by the glomerulus, and less than 1% of the blood sugar is excreted into the urine. This process is completed by the sodium-dependent glucose transporter (SGLT-1 / 2). SGLT-1 with high affinity and low transport capacity is mainly distributed in the stomach, heart and kidney (completes...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More