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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080783Generated: October 31, 2026

Trimethyl orthoformate → {4-[(4-dipropylamino-butylamino)-methyl]-benzyl}-carbamic Acid t-butyl Ester

https://huagongshe.com/reaction/2080783

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl orthoformateHCID 9005—
Reactanttert-Butyl hydrogen ((4-formylphenyl)methyl)carbonimidateHCID 2794832—
ReactantSodium borohydrideHCID 4311764—
ReactantN,N-dipropylbutane-1,4-diamineHCID 7138396—
SolventMethanolHCID 887—
Product{4-[(4-dipropylamino-butylamino)-methyl]-benzyl}-carbamic Acid t-butyl EsterHCID 6694178292%

Reaction Steps

The compound (9.25 g) obtained in Example 1-2 was dissolved in anhydrous methanol (200 ml) and then added with trimethyl orthoformate (8.81 ml) and the compound (12.6 g) obtained in Example 23-3. The whole was stirred at room temperature for 1.5 hours under a nitrogen atmosphere. Then, sodium borohydride (2.03 g) was added thereto in an ice bath and the whole was stirred at room temperature for 2 hours. After completion of the reaction, distilled water was added thereto and the whole was stirred for a while. The solution was subjected to extraction with chloroform and washed with a saturated saline solution. The organic layer was dried with anhydrous sodium sulfate. The solvent was distilled off, thereby obtaining the subject compound (19.3 g) as a colorless oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932281B2
Source datasetuspto-grants-2011_04
ORD IDord-d6cd9048e06d4584a2ef13311ab96745
Source noteuspto-grants-2011_04