HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethylene Glycol → HCID 59411746, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethylene Glycol | HCID 8117 | — |
| Reactant | Methyl morpholine oxide | HCID 82029 | — |
| Reactant | 4-Bromobutanol | HCID 118388 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Catalyst | HCID 178419074 | HCID 178419074 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59411746 | HCID 59411746 | 58.8% |
Reaction Steps
The above procedure was carried out using the following quantities: 1-bromobutan-4-ol (1.70 g, 11.1 mmol), NMO (1.47 g, 12.1 mmol), molecular sieves (3.30 g), dichloromethane (45 mL), TPAP (0.39 g, 1.11 mmol); diethylene glycol (3.99 mL, 44.4 mmol), p-toluenesulfonic acid monohydrate (0.64 g, 3.35 mmol), molecular sieves (4.40 g) and dichloromethane (50 mL). Purification by chromatography on neutral alumina (gradient; dichloromethane to 2% methanol in dichloromethane) afforded the titled compound as a pale yellow oil (0.68 g, 40%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399016B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-d77632a530e044a1a05aad6be368b333 |
| Source note | uspto-grants-2016_07 |