HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → HCID 67779059, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Acetamide, N,N'-(2-hydroxy-1,3-propylene)bis(chloro- | HCID 46875 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67779059 | HCID 67779059 | 86.2% |
Reaction Conditions
| Temperature | 5 °C |
|---|
Reaction Steps
To a suspension of 2-hydroxy-N,N'-1,3-propanediyl-bis(2-chloroacetamide) (12.16 g; 0.050 mol) and 3,4-dihydro-2H-pyran (6.31 g; 0.075 mol) in 350 ml of CH2Cl2, 1.25 g of pyridinium p-toluenesulfonate (PPTS) (0.005 mol ) are added in portions under stirring at a temperature of 5° C. After 30 minutes, temperature raises up to 20°-25° C. and the stirring is continued during 72 h; the solution is washed with 20% aqueous NaCl (2×100 ml), dried over Na2SO4 and concentrated to dryness under vacuum. The residue solidifies in n-hexane, and then after filtration, is crystallized from EtOH (115 ml) to obtain 14.1 g of 2-[(tetrahydro-2H-pyran-2-yl)oxy]-N,N'-1,3-propanediyl-bis(2-chloroacetamide).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05464607 |
| Source dataset | uspto-grants-1995_11 |
| ORD ID | ord-f506b6d27076485b843917d830c28dfd |
| Source note | uspto-grants-1995_11 |