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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358909Generated: November 1, 2026

Triethylamine → HCID 18179382, compound

https://huagongshe.com/reaction/1358909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBicyclo(3.2.1)octane-2,4-dioneHCID 144686—
ReactantHCID 19804754HCID 19804754—
SolventDichloromethaneHCID 6344—
ProductHCID 18179382HCID 18179382101.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

0.8 g (5.8 mmols) of bicyclo[3.2.1]octan-2,4-dione (the preparation thereof is described for example in U.S. Pat. No. 5,608,101 and in the references cited therein) are dissolved in 15 ml of methylene chloride at 20° C. The solution is mixed with 0.97 ml of triethylamine and cooled to a temperature of 0° C. Then, a solution of 1.6 g (5.8 mmols) of 4-methylsulphonyl-3-methoxymethyl-2-methylbenzoic acid chloride in 10 ml of methylene chloride is added dropwise. The reaction mixture is stirred for half an hour at a temperature of 0° C. and is subsequently diluted with methylene chloride. After washing and drying, the organic phase is concentrated by evaporation. 2.23 g of 4-methylsulphonyl-3-methoxymethyl-2-methylbenzoic acid-4-oxo-bicyclo[3.2.1]oct-2-en-2-yl-ester is obtained in amorphous form. This can be used for the next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599861B2
Source datasetuspto-grants-2003_07
ORD IDord-4dcc4ea3753e476288ba85ce0f1516ec
Source noteuspto-grants-2003_07