Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetaldehyde | HCID 177 | — |
| Reactant | Formamide | HCID 713 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Di-tert-butyl ether | HCID 22541 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 57737178 | HCID 57737178 | — |
Reaction Steps
A stirred mixture of dry acetonitrile (500 mL) and dry toluene (500 mL) was cooled to −30° C., followed by the addition of formamide (50.7 g, 1.1 mol), acetaldehyde (37 g, 0.85 mol) and TMS-CI (106.4 g, 0.98 mol) at −30° C. under nitrogen atmosphere. The reaction mixture was stirred at rt for 1 h and warmed to 55° C., then para-toluene sulphonic acid was added and stirred the reaction mixture at this temperature overnight. The reaction mixture was cooled to 0° C., followed by the addition of tert-butyl ether (300 mL) and stirred for 1 h. The white precipitate formed was filtered off and dried. The crude product (110 g) was taken onto the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07807673B2 |
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| Source dataset | uspto-grants-2010_10 |
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| ORD ID | ord-3df567f45f204b5f9ebc5a33bcb619f6 |
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| Source note | uspto-grants-2010_10 |
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