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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1797522Generated: November 3, 2026

Thionyl Chloride → HCID 22176068, compound

https://huagongshe.com/reaction/1797522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 22176138HCID 22176138—
SolventTolueneHCID 1140—
ProductHCID 22176068HCID 2217606896.7%

Reaction Steps

To a suspension of 6-benzyloxy-4-butoxy-2-cyclopropylmethyl-3-hydroxymethyl-1(2H)-isoquinolinone (6.11 g, 15 mmol) in toluene (50 mL) was added thionyl chloride (2.2. mL, 30 mmol). The obtained mixture was refluxed under heating for 2 h. The reaction mixture was poured into saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 6-benzyloxy-4-butoxy-3-chloromethyl-2-cyclopropylmethyl-1(2H)-isoquinolinone (6.17 g, 96.7%) as crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07034039B2
Source datasetuspto-grants-2006_04
ORD IDord-1e223b38b9454221b74661060c8016f7
Source noteuspto-grants-2006_04