HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trityl chloride → 1-Triphenylmethyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trityl chloride | HCID 6456 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine Hydrochloride | HCID 19962059 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Triphenylmethyl-5-methoxycarbonyl-1,4,5,6-tetrahydropyrimidine | HCID 10045571 | — |
Reaction Steps
1,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine hydrochloride (I.49 g, 8.3 mmol), 1,8 diazabicyclo [5.4.0] undec-7ene, (hereinafter diazabicycloundecene and/or DBU), (2.5 mL, 16.6 mmol), and tritylchloride (2.32 g, 8.3 mmol) were suspended in anhydrous DMF (20 ml) with stirring under nitrogen at room temperature. After 18 hours stirring the suspension was evaporated in vacuo and the residue chromatographed (silica, chloroform/methanol, 9:1) to yield 2.28 g (rf=0.15, 71%) white crystalline solid identified by 300 MHz nmr and ms m/z=384.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05175166 |
| Source dataset | uspto-grants-1992_12 |
| ORD ID | ord-3677f87c329c43c5b9803f40d39767d9 |
| Source note | uspto-grants-1992_12 |