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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075631Generated: October 27, 2026

Methanol → 5-Bromo-2-[1-(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxymethyl)vinyl]thiophene

https://huagongshe.com/reaction/1075631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium MethoxideHCID 10942334—
Reactant5-Bromo-2-[(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxy)acetyl]thiopheneHCID 70195143—
ReactantHCID 178503020HCID 178503020—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-2-[1-(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxymethyl)vinyl]thiopheneHCID 70195815—

Reaction Steps

A solution of 30% sodium methoxide in methanol (1.65 ml, 8.66 mmol) was added over 8 hours to a mixture of 5-bromo-2-[(3-iodo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxy)acetyl]thiophene (4.3 g, 7.9 mmol) and methyltriphenylphosphine bromide (3.8 g, 10.7 mmol) in THF (45 ml). The mixture was stirred for 12 h at room temperature. The mixture was concentrated in a rotary evaporator under vacuum at 40° C. It was extracted with ethyl ether and washed with water. The organic phase was then 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-6c5c9b8423c7499190babbf1535f5e55
Source noteuspto-grants-1999_05