Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-(3-Hydroxypropyl)ethylenediamine | HCID 10973740 | — |
| Product | HCID 57530581 | HCID 57530581 | 98% |
Reaction Steps
N-(3-hydroxypropyl)ethylenediamine (19.9 g, 168 mmol), DIPEA (87 mL, 504 mmol, 3.0 eq) were dissolved in 500 mL DMF, followed by the addition of 1,1-carbonyldiimidazole (27.3 g, 168 mmol, 1.0 eq). The reaction was allowed to stir at 50° C. overnight. After overnight, the reaction was cooled to room temperature and TBSCl (25.2 g, 168 mmol, 1.0 eq) was added. The mixture was allowed to stir at room temperature for 3 hours. The reaction was then condensed in vacuo at 40° C. and the obtained residue was then taken into DCM (500 mL). The organic phase was washed with water (2×500 mL) and then with brine (500 mL), dried over MgSO4, filtered and concentrated to afford the title compound as a light yellow solid (42.8 g) in 98% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07479562B2 |
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| Source dataset | uspto-grants-2009_01 |
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| ORD ID | ord-e302fa928fd1409d8105806e8e709910 |
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| Source note | uspto-grants-2009_01 |
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