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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | tert-Butyl hydrogen ((4-formylphenyl)methyl)carbonimidate | HCID 2794832 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | N,N-dipropylbutane-1,4-diamine | HCID 7138396 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | {4-[(4-dipropylamino-butylamino)-methyl]-benzyl}-carbamic Acid t-butyl Ester | HCID 66941782 | 92% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07932281B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-d6cd9048e06d4584a2ef13311ab96745 |
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| Source note | uspto-grants-2011_04 |
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