ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate

Base Information

Chemical Name:ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate
CAS No.:1469268-17-4
Molecular Formula:C₂₂H₂₅F₃N₂O₃
Molecular Weight:422.447
Hs Code.:

Synonyms:ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate

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Chemical Property of ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate

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Technology Process of ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate

There total 9 articles about ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate 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: 48.4%

: 1469268-16-3
4-adamantan-1-yl-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenol

: 105-39-5
chloroacetic acid ethyl ester

: 1469268-17-4
ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201304987

Reference yield:

: 1381804-79-0
4-adamantan-1-yl-2-iodo-1-methoxybenzene

: 1469268-17-4
ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate

Guidance literature:: Multi-step reaction with 7 steps

1.1: n-butyllithium / tetrahydrofuran / 9 h / -78 °C / Inert atmosphere

1.2: 4 h / -78 °C / Inert atmosphere

2.1: hydroxylamine hydrochloride; pyridine / 4 h / Inert atmosphere; Reflux

3.1: dmap; triethylamine / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

4.1: ammonia / diethyl ether / 16 h / -78 - 20 °C / Inert atmosphere; Sealed tube

5.1: triethylamine; iodine / methanol / 3 h / 0 - 20 °C / Inert atmosphere

6.1: boron tribromide / dichloromethane / 0.5 h / -10 °C / Inert atmosphere

7.1: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With pyridine; dmap; n-butyllithium; hydroxylamine hydrochloride; ammonia; iodine; boron tribromide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201304987

Reference yield:

: 1469268-11-8
1-(5-adamantan-1-yl-2-methoxyphenyl)-2,2,2-trifluoroethan-1-one

: 1469268-17-4
ethyl 2-(4-(adamantan-1-yl)-2-(3-(trifluoromethyl)-3H-diazirin-3-yl)phenoxy)acetate

Guidance literature:: Multi-step reaction with 6 steps

1: hydroxylamine hydrochloride; pyridine / 4 h / Inert atmosphere; Reflux

2: dmap; triethylamine / dichloromethane / 8 h / 0 - 20 °C / Inert atmosphere

3: ammonia / diethyl ether / 16 h / -78 - 20 °C / Inert atmosphere; Sealed tube

4: triethylamine; iodine / methanol / 3 h / 0 - 20 °C / Inert atmosphere

5: boron tribromide / dichloromethane / 0.5 h / -10 °C / Inert atmosphere

6: potassium carbonate / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With pyridine; dmap; hydroxylamine hydrochloride; ammonia; iodine; boron tribromide; potassium carbonate; triethylamine; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/anie.201304987