1-Cyclohexene-1-carboxylic acid, 6-methyl-2-(trimethylstannyl)-, methyl ester

Base Information

Chemical Name:1-Cyclohexene-1-carboxylic acid, 6-methyl-2-(trimethylstannyl)-, methyl ester
CAS No.:93493-98-2
Molecular Formula:C12H22O2Sn
Molecular Weight:317.015
Hs Code.:

Synonyms:

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Chemical Property of 1-Cyclohexene-1-carboxylic acid, 6-methyl-2-(trimethylstannyl)-, methyl ester

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Technology Process of 1-Cyclohexene-1-carboxylic acid, 6-methyl-2-(trimethylstannyl)-, methyl ester

There total 1 articles about 1-Cyclohexene-1-carboxylic acid, 6-methyl-2-(trimethylstannyl)-, methyl ester 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: 89.0%

: lithium (phenylthio)(trimethylstannyl)cuprate

: 152564-11-9
(±)-methyl 6-methyl-2-(((trifluoromethyl)sulfonyl)oxy)cyclohex-1-enecarboxylate

: 93493-98-2
methyl 6-methyl-2-(trimethylstannyl)-1-cyclohexenecarboxylate

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; ammonium chloride; In tetrahydrofuran; Ar; addn. of the triflate to a solution of the cuprate at -20 ° C; stirring for 1 h at -20 ° C; addn. of HMPA; stirring for 1 h at 0 ° C; addn. of aqueous NH4Cl in Et2O/petroleum ether; stirring until the organic layer was colorless; filtration; washing of the filtrate with CuSO4, H2O, brine; drying (MgSO4); flash chromy. (3:7 benzene - petroleum ether, silica); distillation (90-100° C/0.1 Torr);;

Reference yield: 89.0%

: 93493-98-2
methyl 6-methyl-2-(trimethylstannyl)-1-cyclohexenecarboxylate

: 6940-76-7
1-iodo-3-chloro-propane

: 4111-54-0
lithium diisopropyl amide

: methyl cis-1-(3-chloropropyl)-6-methyl-2-(trimethylstannyl)-2-cyclohexenecarboxylate

Guidance literature:: With ammonium chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; Ar; addn. of a solution of the ester to a cold (-48 ° C) stirred solution of LDA in HMPA/THF; stirring at -48 ° C for 40 min; addn. of 1-chloro-3-iodopropane; stirring at this temperature for 40 min;; addn. of saturated aqueous NH4Cl; dilution at room temperature with Et2O; washing of the mixture with CuSO4, water, brine; drying (MgSO4), concentration; flash chromy., followed by distillation (125-135 ° C/0.1 Torr);

Reference yield: 41.0%

: 93493-98-2
methyl 6-methyl-2-(trimethylstannyl)-1-cyclohexenecarboxylate

: 152564-32-4
1,3-dichloro-1-(2-trimethylsilylethoxy)propane

: 4111-54-0
lithium diisopropyl amide

: CH₃C₆H₆(Sn(CH₃)3)(COOCH₃)(CH(CH₂)2Cl)(OCH₂CH₂Si(CH₃)3)

Guidance literature:: With ammonium chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; Ar; to a solution of LDA in THF was added HMPA and the solution was cooled to -48 ° C; addn. of the enoate in THF; stirring for 40 min at -48 ° C; addn. of the dichloro ether at -78 ° C; stirring for 40 min;; addn. of aqueous NH4Cl; dilution with H2O at room temperature; extraction with ether; washing with CuSO4, water, brine, dried (MgSO4), concentrated; flash chromy. (1:9 Et2O - petroleum ether) and distillation (150-160 ° C/0.1 Torr) - main product;