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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1412Generated: October 25, 2026

Dichloromethane → Methyl 2-naphthoate

https://huagongshe.com/reaction/1412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriphenylphosphoniumHCID 5241824—
ReactantMethyl 6-formyl-2-naphthalenecarboxylateHCID 11521354—
ReactantHCID 178418361HCID 178418361—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-naphthoateHCID 137605—

Reaction Steps

For example, 4'-alkoxy-4-bromobiphenyl (17) is reacted with triphenylphosphin to obtain triphenylphosphonium salt of 4'-alkoxybiphenyl (21). The thus obtained triphenylphosphonium salt of 4'-alkoxybiphenyl (21) is reacted with 6-formyl-2-naphthalenecarboxylic acid methyl ester as a solution in such as methylene chloride and then the resulting compound is reacted with hydrogen in the presence of the reducing catalyst such as paradium carbon in a solvent such as tetrahydrofuran (THF) to obtain 6-[4'-alkoxy-4-biphenyl)ethyl]-2-naphthalenecarboxylic acid methyl ester. The resulting 6-[4'-alkoxy-4-biphenyl)ethyl]-2-naphthalenecarboxylic acid methyl ester is hydrolysised to obtain 6-[4'-alkoxy-4-biphenyl)ethyl]-2-naphthalenecarboxylic acid (22).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05725798
Source datasetuspto-grants-1998_03
ORD IDord-e36c9a7b969845f3b2fcc8a9dfe44e3f
Source noteuspto-grants-1998_03