4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

Base Information

Chemical Name:4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one
CAS No.:128879-60-7
Molecular Formula:C₁₀H₉Cl₂F₃O₂S
Molecular Weight:321.147
Hs Code.:

4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1<sup>3,8</sup>>nonan-7-one

Synonyms:4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

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Chemical Property of 4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

Chemical Property:

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Technology Process of 4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

There total 3 articles about 4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one 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:

: 20705-19-5
dichlorotrifluoroethane sulphenic acid chloride

: 120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7
endo-norbornenecarboxylic acid

: 128879-60-7
4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

: 128879-59-4
4-(2-chlorotetrafluoroethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N; EDCI; DMAP / CH₂Cl₂ / 12 h / 20 °C

2: RuH₂(CO)(PPh₃) / benzene / 24 h / 80 °C

3: TBHP; t-BuOK / tetrahydrofuran; toluene / 12 h / 20 °C

4: tetrahydrofuran / 12 h / 130 °C

With tert.-butylhydroperoxide; dmap; potassium tert-butylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; (Ph₃P)Ru(CO)H₂; In tetrahydrofuran; dichloromethane; toluene; benzene; 2: Mitsudo reaction;
DOI:10.1039/b301980b

Reference yield:

: 20705-19-5
dichlorotrifluoroethane sulphenic acid chloride

: 120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7
endo-norbornenecarboxylic acid

: 128879-60-7
4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

: 128879-59-4
4-(2-chlorotetrafluoroethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

: 42856-29-1
endo-2-Methylbicyclo<2.2.1>heptan-exo-2-carbonsaeure

: 16646-40-5
exo-2-Methylbicyclo<2.2.1>heptan-endo-2-carbonsaeure

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride / 1 h / Heating

2: 4-dimethylaminopyridine / CH₂Cl₂ / 48 h / Ambient temperature

With oxalyl dichloride; dmap; In dichloromethane;
DOI:10.1016/S0040-4020(01)80228-3

Reference yield:

: 20705-19-5
dichlorotrifluoroethane sulphenic acid chloride

: 120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7
endo-norbornenecarboxylic acid

: 128879-60-7
4-(2,2-dichlorotrifluorethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

: 128879-59-4
4-(2-chlorotetrafluoroethylthio)-6-oxatricyclo<3.2.1.1^3,8>nonan-7-one

: 42856-29-1
endo-2-Methylbicyclo<2.2.1>heptan-exo-2-carbonsaeure

: 16646-40-5
exo-2-Methylbicyclo<2.2.1>heptan-endo-2-carbonsaeure

: 2,2,2-trichloroethyl (2-oxohexahydro-2H-3,5-methanocyclopenta[b]furan-6-yl)sulfamate

Guidance literature:: Multi-step reaction with 2 steps

1: 75.8 percent / triethylamine, N-phenylphosphoroamidochloridate / diethyl ether / 0.5 h / Ambient temperature

2: 1.) ZnCl₂ / 1.) ether, 5 min, 2.) ether, 45 min

With N-phenylphosphoroamidochloridate; triethylamine; zinc(II) chloride; In diethyl ether;
DOI:10.1021/jo00234a001