7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-yl half-acid phthalate

Base Information

• Chemical Name: 7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-yl half-acid phthalate
• CAS No.: 74035-48-6
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.342
• Mol file: 74035-48-6.mol

Synonyms:

Chemical Property of 7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-yl half-acid phthalate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-yl half-acid phthalate

There total 3 articles about 7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-yl half-acid phthalate 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: 90.0%

phthalic anhydride (85-44-9) + 7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-ol (10265-41-5,10421-72-4,53448-73-0,53495-35-5,70981-37-2,97858-83-8,123001-30-9,123001-43-4) → 7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-yl half-acid phthalate (73997-59-8,74035-48-6,74035-95-3)

Guidance literature:

With pyridine; 1.) 90 +/- 3 deg C, 5 h, 2.) room temperature, overnight;

DOI:10.1021/ja00526a038

Reference yield:

1,2,3,4-tetrachloro-7,7-dimethoxybicyclo<2.2.1>hept-2-ene (19448-78-3) → 7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-yl half-acid phthalate (73997-59-8,74035-48-6,74035-95-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / sodium-liquid ammonia, ethanol / diethyl ether / 0.92 h

2: 1.) mercuric acetate, 2.) sodium borohydride, aq. NaOH / 1.) THF, water, ice-water cooling --> room temperature, 45 min, 2.) 20 min

3: 90 percent / pyridine / 1.) 90 +/- 3 deg C, 5 h, 2.) room temperature, overnight

With pyridine; sodium hydroxide; sodium tetrahydroborate; ethanol; mercury(II) diacetate; ammonia; sodium; In diethyl ether;

DOI:10.1021/ja00526a038

Reference yield:

7,7-dimethoxybicyclo<2.2.1>heptene (875-04-7) → 7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-yl half-acid phthalate (73997-59-8,74035-48-6,74035-95-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) mercuric acetate, 2.) sodium borohydride, aq. NaOH / 1.) THF, water, ice-water cooling --> room temperature, 45 min, 2.) 20 min

2: 90 percent / pyridine / 1.) 90 +/- 3 deg C, 5 h, 2.) room temperature, overnight

With pyridine; sodium hydroxide; sodium tetrahydroborate; mercury(II) diacetate;

DOI:10.1021/ja00526a038

upstream raw materials:

phthalic anhydride

7,7-dimethoxybicyclo<2.2.1>heptan-exo-2-ol

7,7-dimethoxybicyclo<2.2.1>heptene

1,2,3,4-tetrachloro-7,7-dimethoxybicyclo<2.2.1>hept-2-ene

Downstream raw materials:

(1R)-7,7-dimethoxy<2.2.1>heptan-2-one tosylhydrazone

(1S)-7,7-dimethoxy<2.2.1>heptan-2-one tosylhydrazone

(1R)-3-exo-deuterio-7,7-dimethoxybicyclo<2.2.1>heptan-2-one p-toluenesulfonylhyderazone

C₁₆H₂₁⁽²⁾HN₂O₄S