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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2085797Generated: October 31, 2026

Lithium Hexamethyldisilazide → HCID 22730842, compound

https://huagongshe.com/reaction/2085797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HexamethyldisilazideHCID 2733832—
ReactantMethyl 4'-formyl-2'-methoxy[1,1'-biphenyl]-4-carboxylateHCID 11558086—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22730842HCID 22730842—

Reaction Steps

A suspension of methyltriphenylphosphonium bromide (785 mg, 2.2 mmoL) in THF (5 mL) was treated with 1M lithium bis(trimethylsilyl)amide in THF (2.2 mL), stirred for 30 minutes, treated with a solution of Example 122I (540 mg, 2.0 mmol) in THF (2 mL), stirred for 1 hour, and filtered through a pad of silica gel (20 g). The pad was rinsed with 1:1 ether/dichlormethane and concentrated. The concentrate was purified by flash column chromatography on silica gel with 20-50% dichloromethane/hexanes to provide the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06720338B2
Source datasetuspto-grants-2004_04
ORD IDord-3f49a387b08d4bff9a2a36ba4d9c0df4
Source noteuspto-grants-2004_04