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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173960Generated: November 2, 2026

Trimethyl orthoformate → HCID 66941323, compound

https://huagongshe.com/reaction/1173960

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl orthoformateHCID 9005—
ReactantBenzyl N-(4-aminobutyl)carbamateHCID 2783677—
Reactanttert-Butyl hydrogen ((4-formylphenyl)methyl)carbonimidateHCID 2794832—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
ProductHCID 66941323HCID 6694132364.3%

Reaction Steps

The compound (951.6 mg) obtained in Example 103-3 was dissolved in anhydrous methanol (38 ml) and added with (4-amino-butyl)-carbamic acid benzyl ester (898.0 mg) and trimethyl orthoformate (1.33 ml), followed by stirring at room temperature for 15.5 hours. After that, the solution was cooled with ice and added with sodium borohydride (458.5 mg), followed by stirring at room temperature for 1.5 hours. After the reaction, the solvent was distilled off and the residue was then added with water, followed by extraction with chloroform. The extract was washed with saturated saline solution and dried with anhydrous magnesium sulfate. The solvent was distilled off and the residue was then purified through silica gel column chromatography (chloroform/ethyl acetate), thereby obtaining the subject compound (1.1479 g) as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07833991B2
Source datasetuspto-grants-2010_11
ORD IDord-eac6e21ddb35449491b888b2d23bd461
Source noteuspto-grants-2010_11