HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173960Generated: November 2, 2026
Trimethyl orthoformate → HCID 66941323, compound
https://huagongshe.com/reaction/1173960
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | Benzyl N-(4-aminobutyl)carbamate | HCID 2783677 | — |
| Reactant | tert-Butyl hydrogen ((4-formylphenyl)methyl)carbonimidate | HCID 2794832 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 66941323 | HCID 66941323 | 64.3% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07833991B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-eac6e21ddb35449491b888b2d23bd461 |
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| Source note | uspto-grants-2010_11 |
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