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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536686Generated: October 29, 2026

Formic Acid → HCID 58375229, compound

https://huagongshe.com/reaction/536686

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantTriethylamineHCID 8471—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 58375185HCID 58375185—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 58375229HCID 58375229—

Reaction Conditions

Temperature60 °C

Reaction Steps

Palladiumdiacetate (10 mg), triethylamine (0.25 mL), formic acid (93 μL), and triphenylphosphine (16 mg) are added in turn to a solution of trifluoro-methanesulfonic acid 3-(benzothiazole-6-carbonyl)-6-methyl-1,2,3,4,5,6-hexahydro-2,6-methano-benzo[d]azocin-8-yl ester (0.30 g) in dimethylformamide (1 mL) under argon atmosphere. The resulting mixture is stirred at 60° C. for 20 h. After cooling to room temperature, brine is added and the resulting mixture is extracted three times with ethyl acetate. The combined organic extracts are washed with brine and dried (Na2SO4). The solvent is evaporated under reduced pressure and the residue is purified by HPLC on reversed phase (H2O/MeCN).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859580B2
Source datasetuspto-grants-2014_10
ORD IDord-c4ae592a8af54c7eb01e9587879733b6
Source noteuspto-grants-2014_10