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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 518139Generated: November 3, 2026

Water → HCID 67324468, compound

https://huagongshe.com/reaction/518139

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantTrimethylbenzylammonium DichloroiodateHCID 56924451—
ReactantHCID 69930617HCID 69930617—
CatalystZincchlorideHCID 3007855—
SolventAcetic AcidHCID 176—
ProductHCID 67324468HCID 67324468—

Reaction Conditions

Temperature50 °C

Reaction Steps

Zinc chloride (2.49 g, 18.3 mmol) and benzyltrimethylammonium dichloroiodate (4.25 g, 12.2 mmol) were added to a suspension of tert-butyl 1,3a,4,9b-tetrahydrochromeno[3,4-b]pyrrole-3(2H)-carboxylate (2.8 g, 10.2 mmol) in acetic acid (30 mL). The reaction mixture was stirred at 50° C. for 16 h, cooled to r.t. and DCM (60 mL) was added followed by H2O (60 mL). The layers were separated. The organic layer was washed with H2O (2×) and saturated NaHSO3 (15 mL), and the solvent was evaporated to afford 8-iodo-1,3a,4,9b-tetrahydrochromeno[3,4-b]pyrrole, which was taken directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115147B2
Source datasetuspto-grants-2015_08
ORD IDord-1c10ceaeee5348f68d6bde682f4a35f5
Source noteuspto-grants-2015_08