anti-2,3-dihydro-1H-indene-1,2-diyl diacetate

Base Information

• Chemical Name: anti-2,3-dihydro-1H-indene-1,2-diyl diacetate
• CAS No.: 88270-69-3
• Molecular Formula: C₁₃H₁₄O₄
• Molecular Weight: 234.252
• Mol file: 88270-69-3.mol

Synonyms:anti-2,3-dihydro-1H-indene-1,2-diyl diacetate

Chemical Property of anti-2,3-dihydro-1H-indene-1,2-diyl diacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of anti-2,3-dihydro-1H-indene-1,2-diyl diacetate

There total 14 articles about anti-2,3-dihydro-1H-indene-1,2-diyl diacetate 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: 93.0%

[bis(acetoxy)iodo]benzene (3240-34-4) + acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) + 1-indene (95-13-6) → syn-2,3-dihydro-1H-indene-1,2-diyl diacetate (19597-96-7,19598-07-3,67528-27-2,88270-69-3,88270-71-7,100798-11-6)

Guidance literature:

[bis(acetoxy)iodo]benzene; acetic acid; 1-indene; With boron trifluoride diethyl etherate; In water; at 20 ℃; for 5h;

acetic anhydride; With pyridine; at 20 ℃; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/jo201752y

Reference yield: 92.0%

acetic anhydride (108-24-7) + 1-indene (95-13-6) → syn-2,3-dihydro-1H-indene-1,2-diyl diacetate (19597-96-7,19598-07-3,67528-27-2,88270-69-3,88270-71-7,100798-11-6)

Guidance literature:

1-indene; With 18-crown-6 ether; PhIO⁽¹⁺⁾*BF₄^(1-)*18-crown-6; In dichloromethane; acetic acid; at -20 ℃; for 1.5h;

acetic anhydride; With pyridine; at 20 ℃; for 48h;

DOI:10.1021/ja0377899

Reference yield: 86.0%

acetic anhydride (108-24-7) + acetic acid (64-19-7,77671-22-8) + 1-indene (95-13-6) → syn-2,3-dihydro-1H-indene-1,2-diyl diacetate (19597-96-7,19598-07-3,67528-27-2,88270-69-3,88270-71-7,100798-11-6) + anti-2,3-dihydro-1H-indene-1,2-diyl diacetate (88270-69-3)

Guidance literature:

acetic acid; 1-indene; With [bis(acetoxy)iodo]benzene; water; [Pd(dppp)(H₂O)2]⁽²⁺⁾*2(OTf)^(1-); at 20 ℃; for 0.333333h;

acetic anhydride; at 20 ℃; Further stages.;

DOI:10.1021/ja711029u

upstream raw materials:

cis-indane-1,2-diol

acetic anhydride

acetic acid

1-indene

Downstream raw materials:

trans-indane-1,2-diol

Refernces

• 1、 Huang, Jiuzhong,Ouyang, Lu,Li, Jianxiao,Zheng, Jia,Yan, Wuxin,Wu, Wanqing,Jiang, Huanfeng. "B2pin2-Mediated Palladium-Catalyzed Diacetoxylation of Aryl Alkenes with O2 as Oxygen Source and Sole Oxidant". supporting information. p. 5090 - 5093. Retrieved 2018/09/12.
• 2、 Zhong, Wenhe,Yang, Jun,Meng, Xiangbao,Li, Zhongjun. "BF3·OEt2-promoted diastereoselective diacetoxylation of alkenes by PhI(OAc)2". experimental part. p. 9997 - 10004. Retrieved 2012/02/05.