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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075632Generated: November 1, 2026

Formic Acid → 5-Bromo-2-(3,5,5,8,8-pentamethyl-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-3-yl)thiophene

https://huagongshe.com/reaction/1075632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantTributylamineHCID 7622—
Reactant5-Bromo-2-[1-(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxymethyl)vinyl]thiopheneHCID 70195815—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product5-Bromo-2-(3,5,5,8,8-pentamethyl-2,3,5,6,7,8-hexahydronaphtho[2,3-b]furan-3-yl)thiopheneHCID 70195908—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of tributylamine (2.66 ml, 18.39 mmol), palladium diacetate (53 mg, 0.24 mmol), formic acid (0.205 ml, 5.32 mmol) and 5-bromo-2-[1-(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxymethyl)-vinyl]thiophene (2.57 mg, 4.84 mmol) in acetonitrile (75 ml) was heated at 60° C. for 4 h. The reaction medium was concentrated in a rotary evaporator under vacuum at 40° C. Water and ethyl ether were added. After decantation, the organic phase was washed twice with 20 ml of water, dried over magnesium sulfate and concentrated in a rotary evaporator under vacuum at 40° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05905088
Source datasetuspto-grants-1999_05
ORD IDord-d1e9daf60348409786e96e2ac14f8a23
Source noteuspto-grants-1999_05