N--phthalimid

Base Information

• Chemical Name: N--phthalimid
• CAS No.: 149879-57-2
• Molecular Formula: C₁₉H₁₉NO₂
• Molecular Weight: 293.365
• Mol file: 149879-57-2.mol

Synonyms:N-<4-(1,1-Dimethylethyl)phenylmethyl>-phthalimid

Chemical Property of N--phthalimid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N--phthalimid

There total 6 articles about N--phthalimid 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: 98.0%

phthalimide (136918-14-4,85-41-6) + 4-tert-butylbenzyl chloride (19692-45-6) → N-<4-(1,1-Dimethylethyl)phenylmethyl>-phthalimid (149879-57-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1016/S0040-4039(99)01713-X

Reference yield: 90.0%

phthalimide (136918-14-4,85-41-6) + 1-(bromomethyl)-4-(1,1-dimethylethyl)benzene (18880-00-7) → N-<4-(1,1-Dimethylethyl)phenylmethyl>-phthalimid (149879-57-2)

Guidance literature:

phthalimide; With potassium carbonate; for 1h; Milling;

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene; In N,N-dimethyl-formamide; for 1h; Milling;

DOI:10.3762/bjoc.13.169

Reference yield: 88.0%

phthalic anhydride (85-44-9) + 4-(1,1-dimethylethyl)-benzenemethanamine (39895-55-1) → N-<4-(1,1-Dimethylethyl)phenylmethyl>-phthalimid (149879-57-2)

Guidance literature:

With acetic acid; at 120 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b02287

upstream raw materials:

phthalimide

1-(bromomethyl)-4-(1,1-dimethylethyl)benzene

4-tert-butylbenzyl chloride

4-(1,1-dimethylethyl)-benzenemethanamine

Downstream raw materials:

N-<4-(1,1-Dimethylethyl)phenylmethyl>-α-methyl-1-naphthalinmethanamin

4-(1,1-dimethylethyl)benzenemethanamine hydrochloride

4-(1,1-dimethylethyl)-benzenemethanamine

Refernces

• 1、 Wu, Xiaoyu,Ding, Guangni,Yang, Liqun,Lu, Wenkui,Li, Wanfang,Zhang, Zhaoguo,Xie, Xiaomin. "Alkoxide-Catalyzed Hydrosilylation of Cyclic Imides to Isoquinolines via Tandem Reduction and Rearrangement". supporting information. p. 5610 - 5613. Retrieved 2018/09/12.
• 2、 Chavan, Sujit P.,Bhanage, Bhalchandra M.. "Carbonylative synthesis of phthalimides and benzoxazinones by using phenyl formate as a carbon monoxide source". . p. 2405 - 2410. Retrieved 2015/04/22.