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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 844433Generated: October 31, 2026

tert-Butanol → HCID 22612547, compound

https://huagongshe.com/reaction/844433

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant5-Chloro-1H-indole-2-carboxylic acidHCID 82693—
SolventDimethylformamideHCID 6228—
ProductHCID 22612547HCID 226125476.3%

Reaction Conditions

Temperature40 °C

Reaction Steps

5.52 g of 5-chloro-2-indolecarboxylic acid are dissolved in 40 ml of DMF, 4.57 g of carbonyldiimidazole are added at RT, under nitrogen, the mixture is then heated to 40° C and 4.3 g of DBU and 4.17 g of tertbutanol are added. Heating is continued at 40° C. for 3 hours, the precipitate formed is then filtered off and the filtrate is concentrated under vacuum. The residue is taken up in EtOAc, washed with 10% Na2CO3 solution, with saturated aqueous NaCl, with sulphate buffer and then dried over Na2SO4 and concentrated. The residue is chromatographed on silica, eluting with DCM, to give 0.45 g of the expected compound: m.p.=140-142° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380230B1
Source datasetuspto-grants-2002_04
ORD IDord-41c3147bbdfa43ec9dd93596d8f154ae
Source noteuspto-grants-2002_04