Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)

Base Information

• Chemical Name: Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)
• CAS No.: 715-80-0
• Molecular Formula: C12H8F2O
• Molecular Weight: 206.192
• Mol file: 715-80-0.mol

Synonyms:Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)

Chemical Property of Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)

Chemical Property:

• PSA: 17.07000
• LogP: 3.28760

Purity/Quality:

99% ^*data from raw suppliers

2,2-Difluoro-1-naphthalen-1-yl-ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI)

There total 11 articles about Ethanone, 2,2-difluoro-1-(1-naphthalenyl)- (9CI) 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: 92.0%

trimethyl(difluoromethyl)silane (65864-64-4) + naphthalene-1-(N-methoxy-N-methyl)carboxamide → 2,2-difluoro-1-(naphthalen-1-yl)ethan-1-one (715-80-0)

Guidance literature:

With potassium 2-methylbutan-2-olate; In tetrahydrofuran; cyclohexane; at 0 ℃; for 4h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.9b03024

Reference yield: 91.0%

1-(2,2-difluoro-1-((2-methoxyethoxy)methoxy)vinyl)naphthalene (1195886-74-8) → 2,2-difluoro-1-(naphthalen-1-yl)ethan-1-one (715-80-0)

Guidance literature:

1-(2,2-difluoro-1-((2-methoxyethoxy)methoxy)vinyl)naphthalene; With chloro-trimethyl-silane; In methanol; at 0 - 20 ℃; Inert atmosphere;

With water; sodium hydroxide; In methanol; Inert atmosphere;

DOI:10.1021/jo901789b

Reference yield: 75.0%

[bromo(difluoro)methyl]-trimethyl-silane (115262-01-6) + naphthalene-1-carbonic acid chloride (879-18-5) → 2,2-difluoro-1-(naphthalen-1-yl)ethan-1-one (715-80-0)

Guidance literature:

[bromo(difluoro)methyl]-trimethyl-silane; naphthalene-1-carbonic acid chloride; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; triphenylphosphine; In acetonitrile; at 20 ℃; for 5h; Inert atmosphere;

With N,N-dimethyl-formamide; at 100 ℃; for 1.5h; Inert atmosphere;

With pyridine; water; at 80 ℃; for 1.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02601

upstream raw materials:

N,N-diethyl-2,2-difluoroacetamide

1-Bromonaphthalene

(2,2-difluoro-1-naphthalen-1-yl-vinyloxy)-trimethyl-silane

2,2,2-trifluoro-1-(naphthalen-1-yl)ethanone

Downstream raw materials:

2-fluoro-1-(naphthalen-1-yl)ethanone

Refernces

• 1、 Ban, Shu-Rong,Cao, Ya-Fang,Dai, Hui-Xiong,Wang, Xing,Xu, Hui,Yi, Xing. "Palladium-catalyzed fluoroacylation of (Hetero)arylboronic acid with fluorothioacetates at ambient temperature". supporting information. . Retrieved 2020/03/23.
• 2、 Fu, Xia-Ping,Xue, Xiao-Song,Zhang, Xue-Ying,Xiao, Yu-Lan,Zhang, Shu,Guo, Yin-Long,Leng, Xuebing,Houk, Kendall N.,Zhang, Xingang. "Controllable catalytic difluorocarbene transfer enables access to diversified fluoroalkylated arenes". . p. 948 - 956. Retrieved 2019/11/05.